JPS5762252A - Preparation of aromatic thiol - Google Patents
Preparation of aromatic thiolInfo
- Publication number
- JPS5762252A JPS5762252A JP55137956A JP13795680A JPS5762252A JP S5762252 A JPS5762252 A JP S5762252A JP 55137956 A JP55137956 A JP 55137956A JP 13795680 A JP13795680 A JP 13795680A JP S5762252 A JPS5762252 A JP S5762252A
- Authority
- JP
- Japan
- Prior art keywords
- aromatic
- triphenylphosphine
- reacting
- sulfonic acid
- organic base
- 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.)
- Granted
Links
- -1 aromatic thiol Chemical class 0.000 title abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 4
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 abstract 2
- 150000007530 organic bases Chemical class 0.000 abstract 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract 2
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- XIMIGUBYDJDCKI-UHFFFAOYSA-N diselenium Chemical compound [Se]=[Se] XIMIGUBYDJDCKI-UHFFFAOYSA-N 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000005270 trialkylamine group Chemical group 0.000 abstract 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
PURPOSE: To prepare an aromatic thiol useful as pharmaceuticals, industrial products, and their raw materials or intermediates, in a short time, in high purity and yield, by reacting an armatic sulfonic acid with triphenylphosphine in the presence of a reducing agent and an organic base.
CONSTITUTION: An aromatic thiol is prepared, as shown in the formula A.SO3R→ A.SH (A is aromatic ring residue which may have substituent groups; R is H, alkali metal, or alkyl), by reacting an aromatic sulfonic acid with triphenylphosphine in the presence of (A) a reduction assistant selected from iodine, aromatic disulfide, aromatic diselenide, and carbon tetrachloride, and (B) an organic base selected from trialkylamine and N,N-dialkylaniline, in a solvent such as benzene, toluene, etc., for 20min.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55137956A JPS5762252A (en) | 1980-10-02 | 1980-10-02 | Preparation of aromatic thiol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55137956A JPS5762252A (en) | 1980-10-02 | 1980-10-02 | Preparation of aromatic thiol |
Related Child Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62132052A Division JPS6354355A (en) | 1987-05-28 | 1987-05-28 | Production of aromatic thiol |
| JP62132053A Division JPS6354356A (en) | 1987-05-28 | 1987-05-28 | Production of aromatic thiol |
| JP63331822A Division JPH01230557A (en) | 1988-12-28 | 1988-12-28 | Production of heterocyclic ring-containing thiols |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5762252A true JPS5762252A (en) | 1982-04-15 |
| JPH027950B2 JPH027950B2 (en) | 1990-02-21 |
Family
ID=15210643
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP55137956A Granted JPS5762252A (en) | 1980-10-02 | 1980-10-02 | Preparation of aromatic thiol |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5762252A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4767884A (en) * | 1987-09-17 | 1988-08-30 | Akzo America Inc. | Reduction of sulfonic acid to thiol |
| CN102531978A (en) * | 2011-12-29 | 2012-07-04 | 浙江大学 | Preparation method of thiophenol |
| CN102584651A (en) * | 2011-12-29 | 2012-07-18 | 浙江大学 | Reduction method of sulfoacid |
-
1980
- 1980-10-02 JP JP55137956A patent/JPS5762252A/en active Granted
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4767884A (en) * | 1987-09-17 | 1988-08-30 | Akzo America Inc. | Reduction of sulfonic acid to thiol |
| CN102531978A (en) * | 2011-12-29 | 2012-07-04 | 浙江大学 | Preparation method of thiophenol |
| CN102584651A (en) * | 2011-12-29 | 2012-07-18 | 浙江大学 | Reduction method of sulfoacid |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH027950B2 (en) | 1990-02-21 |
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