Ethanone, 2-amino-1-phenyl-, hydrochloride (1:1) → HCID 13646632, compound

HRID 1732612Notes

Reaction equation

HRID 1732612 reaction equation
Cl.[NH2:2][CH2:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=O.[N+:12]([CH:15]=[C:16](SC)[S:17]([CH3:19])=O)([O-:14])=[O:13].C[O-].[Na+]>CO>[CH3:19][S:17][C:16]1[NH:2][CH:3]=[C:4]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:15]=1[N+:12]([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 2723597Ethanone, 2-amino-1-phenyl-, hydrochloride (1:1)HCID 10942334Sodium MethoxideHCID 544870941-Nitro2-methylthio-2-methylsulphinylethylene

Product 1

HCID 13646632HCID 13646632, compoundYield 60.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

α-Aminoacetophenone hydrochloride (6.87g, 0.040 mol) was mixed with 1-nitro-2-methylthio-2-methylsulphinylethylene (7.25g, 0.040 mol) in 300 ml dry methanol and warmed at 60°. Sodium methoxide (from 0.92g sodium, 0.080g atom) in methanol (25 ml) was added dropwise, with stirring, over about 10 minutes. After addition, the mixture was stirred at 60° for one hour, and then filtered to give 2-methylthio-3-nitro-4-phenylpyrrole 5.66g, m.p. 259-261° dec.

Workup

  1. temperaturewarmed at 60°
  2. additionAfter addition
  3. stirringthe mixture was stirred at 60° for one hour
  4. filtrationfiltered

Sources & evidence

ORD record
ord-3976658c52ed48ee9aec7fdaaa394157
Source dataset
uspto-grants-1980_12
Patent number
US04238494

Reaction notes

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