Hydrochloric Acid → 3,4-Diaminophenyl thiocyanate

HRID 616082Notes

Reaction equation

HRID 616082 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]#[N:10])=[CH:4][C:3]=1[N+:11]([O-])=O.Cl>>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]#[N:10])=[CH:4][C:3]=1[NH2:11]

Participants

3

Reactant 2

HCID 313Hydrochloric Acid2×HCID 1046774-Amino-3-nitrophenyl thiocyanate

Product 1

HCID 132100373,4-Diaminophenyl thiocyanate

Procedure

4 G. of 1-amino-2-nitro-4-thiocyanatobenzene is suspended in 12 ml. concentrated hydrochloric acid and cooled to about -40° C. A solution of 24 g. stannous chloride in 12 ml. concentrated hydrochloric acid is added. The mixture is allowed to warm slowly to room temperature and after 20 minutes the product is filtered off and washed with 24 ml. 6N hydrochloric acid. The salt is dissolved in water, treated with potassium bicarbonte, and the mixture extracted with chloroform. Evaporation of the chloroform extracts followed by crystallization of the crude product from benzene yields pure 1,2-diamino-4-thiocyanatobenzene.

Workup

  1. filtrationis filtered off
  2. washwashed with 24 ml
  3. dissolutionThe salt is dissolved in water
  4. additiontreated with potassium bicarbonte
  5. extractionthe mixture extracted with chloroform
  6. customEvaporation of the chloroform
  7. customextracts followed by crystallization of the crude product from benzene

Sources & evidence

ORD record
ord-4bce1bf874894019af7e5f7ec2063704
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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