Hydrochloric Acid → 1,2-Diamino-4-(pyrimidin-2-ylthio)benzene

HRID 1415526

Reaction equation

HRID 1415526 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([S:8][C:9]2[N:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[CH:5]=[CH:4][C:3]=1[N+:15]([O-])=O.Cl.C(=O)(O)[O-].[K+]>C(Cl)(Cl)Cl>[NH2:15][C:3]1[CH:4]=[CH:5][C:6]([S:8][C:9]2[N:10]=[CH:11][CH:12]=[CH:13][N:14]=2)=[CH:7][C:2]=1[NH2:1]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516893Potassium BicarbonateHCID 214827752-Nitro-5-[(pyrimidin-2-yl)sulfanyl]aniline

Product 1

HCID 214827791,2-Diamino-4-(pyrimidin-2-ylthio)benzene

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

3.5 G. of 2-amino-1-nitro-4-(pyrimidin-2-ylthio)benzene is treated with 16 g. stannous chloride in 16 ml. concentrated hydrochloric acid on the steam bath for 30 minutes. The mixture is cooled, treated with an excess of potassium bicarbonate, chloroform, and filtered. The chloroform layer is dried and stripped yielding 1,2-diamino-4-(pyrimidin-2-ylthio)benzene which may be recrystallized from benzene.

Workup

  1. temperatureThe mixture is cooled
  2. filtrationfiltered
  3. dry with materialThe chloroform layer is dried

Sources & evidence

ORD record
ord-9e608459653b47e88ce7dbe770e09bbd
Source dataset
uspto-grants-1977_01
Patent number
US04005202

Linked notes

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