4-Chloro-N-methylbenzenamine → N~2~,N~4~-Bis(4-chlorophenyl)-N~2~,N~4~-dimethylquinazoline-2,4-diamine

HRID 1436231Notes

Reaction equation

HRID 1436231 reaction equation
Cl[C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[Cl:13][C:14]1[CH:21]=[CH:20][C:17]([NH:18][CH3:19])=[CH:16][CH:15]=1>>[Cl:13][C:14]1[CH:21]=[CH:20][C:17]([N:18]([CH3:19])[C:2]2[N:11]=[C:10]([N:18]([C:17]3[CH:20]=[CH:21][C:14]([Cl:13])=[CH:15][CH:16]=3)[CH3:19])[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 702724-Chloro-N-methylbenzenamineHCID 2528862,4-Dichloroquinazoline

Product 1

HCID 57938803N~2~,N~4~-Bis(4-chlorophenyl)-N~2~,N~4~-dimethylquinazoline-2,4-diamine

Procedure

The title compound was prepared from 2,4-dichloroquinazoline (60 mg, 0.3.02 mmol) and 4-chloro-N-methylaniline (72 mg, 0.513 mmol) by a procedure similar to example 1b and was isolated as white powder (50 mg, 83%). 1H NMR (CDCl3): 8.93 (d, J=8.4 Hz, 1H), 7.56 (t, J=7.5 Hz, 1H), 7.47-7.44 (m, 4H), 7.32-7.27 (m, 2H), 7.18-7.14 (m, 2H), 6.95 (t, J=7.5 Hz, 1H), 6.67 (d, J=8.4 Hz, 1H), 4.02 (s, 3H), 3.25 (s, 3H).

Sources & evidence

ORD record
ord-e000f051ab51421cb65b4d002e9c7bfe
Source dataset
uspto-grants-2009_11
Patent number
US07618975B2

Reaction notes

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