Benzenamine, 3-chloro-, hydrochloride (1:1) → HCID 5327838, compound

HRID 1602263Notes

Reaction equation

HRID 1602263 reaction equation
[C:1]([C:3]1[C:4]([NH:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=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>C(O)C>[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][CH2:14][C:15]4[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=4)[C:3]=23)[CH:29]=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 67336Benzenamine, 3-chloro-, hydrochloride (1:1)HCID 54040449HCID 54040449, compound

Product 1

HCID 5327838HCID 5327838, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
5 °C

Procedure

A mixture of 4.475 g (15 mmol) of 4-cyano-5-(dimethylamino-methyleneamino)-3-(4-methoxy-benzylamino)-pyrazole, 2.83 g (17.25 mmol) of 3-chloro-aniline hydrochloride and 80 ml of ethanol is heated under reflux for 16 hours. Cooling to approx. 5° C., filtering and washing the filter residue with diethyl ether yield the title compound; m.p. 222-223° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 16 hours
  3. filtrationfiltering
  4. washwashing the filter residue with diethyl ether

Sources & evidence

ORD record
ord-fa5664d67b0b4cf294ab736ff16e8f32
Source dataset
uspto-grants-1999_11
Patent number
US05981533

Reaction notes

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