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| CAS No.: | 2637-34-5 |
|---|---|
| Name: | 2-Mercaptopyridine |
| Molecular Structure: | |
|
|
|
| Formula: | C5H5NS |
| Molecular Weight: | 111.167 |
| Synonyms: | 2-Pyridinethione;Thiopyridone-2 [French];2 (1H)-Pyridinethione;1H-pyridine-2-thione;1120-96-3;2-Thiopyridone;123574-65-2;2-Thiopyridine;2-Mercapto pyridine; |
| EINECS: | 220-131-9 |
| Density: | 1.2 g/cm3 |
| Melting Point: | 127-130 °C(lit.) |
| Boiling Point: | 184.9 °C at 760 mmHg |
| Flash Point: | 65.6 °C |
| Solubility: | water: 50 g/L (20 °C) |
| Appearance: | yellow crystalline powder |
| Hazard Symbols: |
Xi, Xn
|
| Risk Codes: | 36/37/38-36/38-22 |
| Safety: | 26-36-28A-22 |
| PSA: | 51.69000 |
| LogP: | 1.37030 |

L-leucine


O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

A

2-Mercaptopyridine

B

N-tert-butoxycarbonyl-L-leucine

| Conditions | Yield |
|---|---|
| With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature; | A n/a B 95% |


O-(tert-butyl) S-(pyridin-2-yl)carbonothioate


L-proline

A

2-Mercaptopyridine

B

1-(tert-butoxycarbonyl)-L-proline

| Conditions | Yield |
|---|---|
| With triethylamine In water; N,N-dimethyl-formamide for 4h; Ambient temperature; | A n/a B 95% |


methanol


pyridin-2-yl 1-thio-β-D-glucopyranoside

A

2-Mercaptopyridine

B

methyl beta-D-glucopyranoside

| Conditions | Yield |
|---|---|
| With citrate-phosphate buffer; almond β-D-glucosidase at 25℃; for 1h; pH=5.0; | A n/a B 95% |


1-phenyl-2-(pyridin-2-ylthio)ethan-1-one


2-Mercaptopyridine

| Conditions | Yield |
|---|---|
| With magnesium; acetic acid In methanol at 20℃; | 94% |

2,2'-dipyridyldisulphide


2,4-dimethylbenzenesulfonic acid


triphenylphosphine

A

2-Mercaptopyridine

B

2,4-dimethyl-thiophenol

C

Triphenylphosphine oxide

| Conditions | Yield |
|---|---|
| In benzene for 2h; Product distribution; Mechanism; Heating; further reaction partners - various diaryl disulfides; | A n/a B 92% C 88% |


O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

A

2-Mercaptopyridine

B

Boc-Thr-OH

| Conditions | Yield |
|---|---|
| With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature; | A n/a B 92% |


O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

A

2-Mercaptopyridine

B

Boc-Tyr-OH

| Conditions | Yield |
|---|---|
| With triethylamine In water; N,N-dimethyl-formamide for 16h; Ambient temperature; | A n/a B 92% |


| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.166667h; Reduction; | 90% |
| With sodium citrate; titanium(III) chloride In ethanol; water; acetic acid pH 4.5 to 6.O; | 40% |
| With water; titanium(IV) oxide In acetonitrile at 22℃; Irradiation; |

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

A

2-Mercaptopyridine

B

N-tert-butoxycarbonyl-L-methionine

| Conditions | Yield |
|---|---|
| With triethylamine In water; N,N-dimethyl-formamide for 8h; Ambient temperature; | A n/a B 90% |


O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

A

2-Mercaptopyridine

B

N-tert-butoxycarbonyl-L-phenylalanine

| Conditions | Yield |
|---|---|
| With triethylamine In water; N,N-dimethyl-formamide for 16h; Ambient temperature; | A n/a B 89% |


| 1. | ipr-mus LD50:250 mg/kg | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD691-490 . | ||
| 2. | ivn-mus LD50:250 mg/kg | AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 93 (1953),143. |