Hydrochloric Acid → 4-[(Thiophen-2-yl)sulfanyl]benzene-1,2-diamine

HRID 1580961Notes

Reaction equation

HRID 1580961 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([S:8][C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)[CH:5]=[CH:4][C:3]=1[N+:14]([O-])=O.Cl>>[NH2:14][C:3]1[CH:4]=[CH:5][C:6]([S:8][C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)=[CH:7][C:2]=1[NH2:1]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 214827642-Nitro-5-[(thiophen-2-yl)sulfanyl]aniline

Product 1

HCID 214827674-[(Thiophen-2-yl)sulfanyl]benzene-1,2-diamine

Procedure

3.3 G. of 2-amino-1-nitro-4-(thien-2-ylthio)benzene is treated with 16 g. stannous chloride in 16 ml. concentrated hydrochloric acid on the steam bath for 5 minutes. The mixture is cooled, decanted and the gummy residue washed with 16 ml. 6N hydrochloric acid. The residue is dissolved in water, and treated with potassium bicarbonate solution and chloroform. The chloroform is dried and stripped yielding 1,2-diamino-4-(thien-2-ylthio)benzene.

Workup

  1. temperatureThe mixture is cooled
  2. customdecanted
  3. washthe gummy residue washed with 16 ml
  4. dissolutionThe residue is dissolved in water
  5. additiontreated with potassium bicarbonate solution and chloroform
  6. dry with materialThe chloroform is dried

Sources & evidence

ORD record
ord-4511474fb24c4928aa39edae50aac10e
Source dataset
uspto-grants-1976_01
Patent number
US03935209

Reaction notes

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