Benzenamine, 3-chloro-, hydrochloride (1:1) → HCID 178466734, compound

HRID 1602294Notes

Reaction equation

HRID 1602294 reaction equation
[C:1]([C:3]1[C:4]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH3:22])=[CH:16][CH:15]=2)=[N:5][NH:6][C:7]=1[N:8]=[CH:9][N:10](C)C)#[N:2].Cl.[Cl:24][C:25]1[CH:26]=[C:27]([CH:29]=[CH:30][CH:31]=1)N>CO>[Cl:24][C:25]1[CH:31]=[C:30]([NH:2][C:1]2[N:10]=[CH:9][N:8]=[C:7]3[NH:6][N:5]=[C:4]([NH:13][C:14]4[CH:15]=[CH:16][C:17]([O:20][CH2:21][CH3:22])=[CH:18][CH:19]=4)[C:3]=23)[CH:29]=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 67336Benzenamine, 3-chloro-, hydrochloride (1:1)HCID 178466735HCID 178466735, compound

Product 1

HCID 178466734HCID 178466734, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
10 °C

Procedure

A mixture of 5.8 g (19.44 mmol) of 4-cyano-5-(dimethylamino-methyleneamino)-3-(4-ethoxy-phenylamino)-pyrazole, 3.51 g (21.4 mmol) of 3-chloro-aniline hydrochloride and 40 ml of methanol is heated under reflux for 15 hours. Cooling to 10° C., filtering and washing the filter residue with methanol and diethyl ether yield the title compound; m.p. 232-233° C.; EI-MS: (M)+ =380.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 15 hours
  3. filtrationfiltering
  4. washwashing the filter residue with methanol and diethyl ether

Sources & evidence

ORD record
ord-99e6195dac89495ebacc2b4af009e3b2
Source dataset
uspto-grants-1999_11
Patent number
US05981533

Reaction notes

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