Ammonia → HCID 15700629, compound

HRID 236787Notes

Reaction equation

HRID 236787 reaction equation
C([NH:3][C:4]1[C:5]2[CH:19]=[CH:18][CH:17]=[CH:16][C:6]=2[S:7][C:8]=1[C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=1)=O.Cl.N>O>[NH2:3][C:4]1[C:5]2[CH:19]=[CH:18][CH:17]=[CH:16][C:6]=2[S:7][C:8]=1[C:9]1[CH:10]=[CH:11][C:12]([Cl:15])=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 15700626HCID 15700626, compound

Product 1

HCID 15700629HCID 15700629, compoundYield 74.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

29.5 g (0.103 mol) of 3-formamido-2-(4'-chloro-phenyl) benzo(b)thiophene with 300 ml of hydrochloric acid at 25% are refluxed with stirring for 10 hours. After cooling, the mixture is poured into water, made alkaline by ammonia and extracted with CH2Cl2. By evaporating the organic phase dried over K2CO3 and recrystallising the residue in acetone, 19.9 g (73% of theory) of 3-amino-2-(4-chlorophenyl)-benzo(b)-thiophene are obtained, yellow crystals, mp. 152°-154° (benzene).

Workup

  1. temperatureAfter cooling
  2. extractionextracted with CH2Cl2
  3. customBy evaporating the organic phase
  4. dry with materialdried over K2CO3
  5. customrecrystallising the residue in acetone

Sources & evidence

ORD record
ord-f35a752f0dd246b1b6f7cd2fb475bd14
Source dataset
uspto-grants-1979_06
Patent number
US04157399

Reaction notes

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