Acetic Acid → HCID 20071538, compound

HRID 981047Notes

Reaction equation

HRID 981047 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.[N:11]([C:13]1[CH:20]=[C:19]([CH3:21])[CH:18]=[CH:17][C:14]=1[NH:15]C)=O.C(O)(=O)C.Br>O>[CH3:21][C:19]1[CH:20]=[C:13]2[C:14](=[CH:17][CH:18]=1)[N:15]=[C:6]1[NH:7][C:8]3[CH:9]=[CH:10][C:2]([Cl:1])=[CH:3][C:4]=3[C:5]1=[N:11]2

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 871105-ChloroindoleHCID 20071541HCID 20071541, compound

Product 1

HCID 20071538HCID 20071538, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 1.68 g 5-chloroindol (0.01 mole) and 1.50 g 2-nitroso-N-methyl-p-toluidine (0.01 mole), 10 ml acetic acid is boiled under reflux for 1 hour. Finally hydrogen bromide is introduced and the mixture is boiled for further 2 hours. After cooling it is poured into water. The dried reaction product is recrystallized from acetic acid.

Workup

  1. temperatureunder reflux for 1 hour
  2. temperatureAfter cooling it
  3. customThe dried reaction product
  4. customis recrystallized from acetic acid

Sources & evidence

ORD record
ord-ed13e4fbd0e04456abf196e0fa07a951
Source dataset
uspto-grants-1991_02
Patent number
US04990510

Reaction notes

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