Benzenamine, 3-chloro-, hydrochloride (1:1) → HCID 178474250, compound

HRID 1602257Notes

Reaction equation

HRID 1602257 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[C:16]([C:17]#[N:18])=[C:15]([N:19]=[CH:20][N:21](C)C)[NH:14][N:13]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].Cl.[Cl:25][C:26]1[CH:27]=[C:28]([CH:30]=[CH:31][CH:32]=1)N>CO>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:12]2[C:16]3[C:15](=[N:19][CH:20]=[N:21][C:17]=3[NH:18][C:31]3[CH:30]=[CH:28][CH:27]=[C:26]([Cl:25])[CH:32]=3)[NH:14][N:13]=2)=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 67336Benzenamine, 3-chloro-, hydrochloride (1:1)HCID 178474251HCID 178474251, compound

Product 1

HCID 178474250HCID 178474250, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of 6.32 g (20.3 mmol) of 3-(4-acetylamino-phenylamino)-4-cyano-5-(dimethylamino-methyleneamino)-pyrazole and 4 g (24.4 mmol) of 3-chloro-aniline hydrochloride in 50 ml of methanol is heated under reflux for 96 hours and then cooled to room temperature. The reaction mixture is filtered and the filter residue is digested for 1/2 hour in 50 ml of 1N sodium hydroxide solution. Filtering and washing with water yield the title compound; m.p. 290-291° C. (decomp.).

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 96 hours
  3. filtrationThe reaction mixture is filtered
  4. filtrationFiltering
  5. washwashing with water

Sources & evidence

ORD record
ord-19ee4f125cf84bb6b59f9275370b8396
Source dataset
uspto-grants-1999_11
Patent number
US05981533

Reaction notes

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