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

HRID 1580960Notes

Reaction equation

HRID 1580960 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-b1c761c4e7bf4b47a96937df1431a9ef
Source dataset
uspto-grants-1976_01
Patent number
US03935209

Reaction notes

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