Hydrochloric Acid → HCID 178474231, compound

HRID 2071634Notes

Reaction equation

HRID 2071634 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7](Br)[N+:6]=1[O-:12])(=[O:3])[CH3:2].[SH-:13].[Na+].Cl>C(O)C>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([SH:13])[N+:6]=1[O-:12])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 28015Sodium hydrosulfideHCID 178474109HCID 178474109, compound

Product 1

HCID 178474231HCID 178474231, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2 gms (0.0087 mole) of 2-acetamido-6-bromopyridine-1-oxide was suspended in 35 ml (0.035 mole) of 1M aqueous sodium hydrosulfide and 30 ml of ethanol and agitated at 60° C for 5 hours and at room temperature one night. Concentrated hydrochloric acid was added dropwise to the cold yellow solution and the precipitated solid filtered, giving a 79% yield of 2-acetamido-6-mercaptopyridine-1-oxide. This impure product was purified by recrystallization from 2-propanol and hot filtration to remove a small amount of contaminating sulfur to give pale yellow crystals, m.p.=172.8°-173.5° C.

Workup

  1. filtrationthe precipitated solid filtered

Sources & evidence

ORD record
ord-96798fc6f2c64eeaabf4a2e6531ad037
Source dataset
uspto-grants-1977_09
Patent number
US04048181

Reaction notes

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