Benzenamine, 3-chloro-, hydrochloride (1:1) → HCID 19610560, compound

HRID 1602285Notes

Reaction equation

HRID 1602285 reaction equation
[C:1]([NH:4][C:5]1[CH:24]=[CH:23][C:8]([CH2:9][NH:10][C:11]2[C:15]([C:16]#[N:17])=[C:14]([N:18]=[CH:19][N:20](C)C)[NH:13][N:12]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].Cl.[Cl:26][C:27]1[CH:28]=[C:29]([CH:31]=[CH:32][CH:33]=1)N>CO>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:9][NH:10][C:11]2[C:15]3[C:14](=[N:18][CH:19]=[N:20][C:16]=3[NH:17][C:32]3[CH:31]=[CH:29][CH:28]=[C:27]([Cl:26])[CH:33]=3)[NH:13][N:12]=2)=[CH:23][CH:24]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 67336Benzenamine, 3-chloro-, hydrochloride (1:1)HCID 53771203HCID 53771203, compound

Product 1

HCID 19610560HCID 19610560, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of 0.34 g (1.04 mmol) of 3-(4-acetylamino-benzylamino)-4-cyano-5-(dimethylamino-methyleneamino)-pyrazole, 0.189 g (1.15 mmol) of 3-chloro-aniline hydrochloride and 4 ml of methanol is heated under reflux for 20 hours. Cooling to approx. 20° C., filtering and washing the filter residue with diethyl ether yields the title compound; m.p. >260° C.; TLC-Rf =0.34 (toluene/isopropanol/conc. ammonia [70:29:1]).

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 20 hours
  3. filtrationfiltering
  4. washwashing the filter residue with diethyl ether

Sources & evidence

ORD record
ord-215ef7099c1f4607a7994017f2adeb84
Source dataset
uspto-grants-1999_11
Patent number
US05981533

Reaction notes

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