GB389511A - Process of producing o-aminoaryl mercaptans and derivatives thereof - Google Patents
Process of producing o-aminoaryl mercaptans and derivatives thereofInfo
- Publication number
- GB389511A GB389511A GB26115/31A GB2611531A GB389511A GB 389511 A GB389511 A GB 389511A GB 26115/31 A GB26115/31 A GB 26115/31A GB 2611531 A GB2611531 A GB 2611531A GB 389511 A GB389511 A GB 389511A
- Authority
- GB
- United Kingdom
- Prior art keywords
- per
- lbs
- alkali
- aminoarylmercaptans
- isolated
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 9
- 239000003513 alkali Substances 0.000 abstract 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 3
- 235000011121 sodium hydroxide Nutrition 0.000 abstract 3
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 abstract 3
- VRVRGVPWCUEOGV-UHFFFAOYSA-N 2-aminothiophenol Chemical compound NC1=CC=CC=C1S VRVRGVPWCUEOGV-UHFFFAOYSA-N 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- GRIATXVEXOFBGO-UHFFFAOYSA-N 4-methyl-1,3-benzothiazol-2-amine Chemical compound CC1=CC=CC2=C1N=C(N)S2 GRIATXVEXOFBGO-UHFFFAOYSA-N 0.000 abstract 1
- KOYJWFGMEBETBU-UHFFFAOYSA-N 6-ethoxy-1,3-benzothiazol-2-amine Chemical compound CCOC1=CC=C2N=C(N)SC2=C1 KOYJWFGMEBETBU-UHFFFAOYSA-N 0.000 abstract 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- KXNQKOAQSGJCQU-UHFFFAOYSA-N benzo[e][1,3]benzothiazole Chemical class C1=CC=C2C(N=CS3)=C3C=CC2=C1 KXNQKOAQSGJCQU-UHFFFAOYSA-N 0.000 abstract 1
- 239000003518 caustics Substances 0.000 abstract 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 238000007689 inspection Methods 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229940072033 potash Drugs 0.000 abstract 1
- 235000011118 potassium hydroxide Nutrition 0.000 abstract 1
- 150000003751 zinc Chemical class 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
o - Aminoarylmercaptans; o - aminoarylthio - glycollic acids o-Aminoarylmercaptans are prepared by heating a 2-aminoarylenethiazole with dilute aqueous alkali under pressure, namely, with about 5-30 per cent caustic soda or potash under an excess pressure of from 5-250 lbs. per sq. in. Temperatures of from 100 DEG to 300 DEG and theoretical amounts of alkali may be used, and the mercaptan may conveniently be isolated as the corresponding thioglycollic acid; high yields are obtained. In examples: (1) 2-amino-6-ethoxybenzthiazole is hydrolysed by aqueous caustic soda at 160 DEG and under a pressure of 70-80 lbs. per sq. in., or by 20 per cent soda at 120 DEG C. and 25 lbs. per sq. in.; the o-aminothiophenol is isolated either as the zinc salt or as the corresponding thioglycollic acid by treatment with chloracetic acid; (2) 2-amino-4-methylbenzthiazole is hydrolysed by 25 per cent caustic soda at 190 DEG C. and 125 lbs. per sq. in.; the o-aminothiophenol is isolated as the thioglycollic acid. The treatment of naphthothiazoles and of arylenethiazoles containing substituents not undesirably affected by the alkali treatment is also mentioned. Specifications 306,590, [Class 2 (iii), Dyes &c.], and 361,306 are referred to. The Specification as open to inspection under Sect. 91 relates to the production of o-aminoarylmercaptans by heating arylenethiazoles generally with dilute aqueous caustic alkali under pressure, any 2-substituent being removed in the hydrolysis. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US389511XA | 1930-09-17 | 1930-09-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB389511A true GB389511A (en) | 1933-03-17 |
Family
ID=21902857
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB26115/31A Expired GB389511A (en) | 1930-09-17 | 1931-09-17 | Process of producing o-aminoaryl mercaptans and derivatives thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB389511A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2791612A (en) * | 1955-10-10 | 1957-05-07 | American Cyanamid Co | Isolation process for 2-aminothiophenol |
| CN115611788A (en) * | 2022-12-15 | 2023-01-17 | 吉林易渡化工有限公司 | Synthesis method of o-aminothiophenol |
-
1931
- 1931-09-17 GB GB26115/31A patent/GB389511A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2791612A (en) * | 1955-10-10 | 1957-05-07 | American Cyanamid Co | Isolation process for 2-aminothiophenol |
| CN115611788A (en) * | 2022-12-15 | 2023-01-17 | 吉林易渡化工有限公司 | Synthesis method of o-aminothiophenol |
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