Hydrochloric Acid → 3,4-Diaminophenyl thiocyanate

HRID 1658574Notes

Reaction equation

HRID 1658574 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

2 G. of 1-amino-2-nitro-4-thiocyanatobenzene is mixed with 6 ml. of concentrated hydrochloric acid and the mixture cooled to about -40°C. A solution of 12 g. stannous chloride in 6 ml. concentrated hydrochloric acid is added dropwise and the mixture allowed to warm slowly to room temperature. After 15-20 minutes at 15°-20°C, the product is filtered off and washed with 12 ml. 6N hydrochloric acid. Treatment with 25 ml. of saturated potassium bicarbonate solution and extraction with chloroform gives the free base. Recrystallization from benzene yields 1,2-diamino-4-thiocyanatobenzene.

Workup

  1. filtrationthe product is filtered off
  2. washwashed with 12 ml
  3. extractionof saturated potassium bicarbonate solution and extraction with chloroform
  4. customgives the free base
  5. customRecrystallization from benzene

Sources & evidence

ORD record
ord-0076278b65154030b4c228a9b4a993b9
Source dataset
uspto-grants-1976_06
Patent number
US03965113

Reaction notes

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