Hydrochloric Acid → 3,4-Diaminophenyl thiocyanate

HRID 1679435Notes

Reaction equation

HRID 1679435 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-89f2f95f6e2c4a659081792d2bdb072e
Source dataset
uspto-grants-1978_03
Patent number
US04080461

Reaction notes

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