4-Chloro-N-methylbenzenamine → 4-Quinazolinamine, 2-chloro-N-(4-chlorophenyl)-N-methyl-

HRID 2380980Notes

Reaction equation

HRID 2380980 reaction equation
[Cl:1][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:1][C:2]1[N:11]=[C:10]([N:18]([C:17]2[CH:20]=[CH:21][C:14]([Cl:13])=[CH:15][CH:16]=2)[CH3:19])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

3

Reactant 2

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

Product 1

HCID 113127414-Quinazolinamine, 2-chloro-N-(4-chlorophenyl)-N-methyl-

Procedure

The title compound was prepared from 2,4-dichloroquinazoline (60 mg, 0.302 mmol) and 4-chloro-N-methylaniline (50 mg, 0.332 mmol) by a procedure similar to example 1b and was isolated as white powder (30 mg, 50%). 1H NMR (CDCl3): 8.66 (d, J=8.4 Hz, 1H), 7.78 (ddd, J=8.1, 7.5 and 2.4 Hz, 1H), 7.57 (d, J=8.7 Hz, 2H), 7.28 (d, J=8.7 Hz, 2H), 7.19 (ddd, J=8.1, 7.5 and 2.4 Hz, 1H), 6.79 (d, J=8.4 Hz, 1H), 3.83 (s, 3H).

Sources & evidence

ORD record
ord-0c95fd8d2f894772912eebd1119737fa
Source dataset
uspto-grants-2012_09
Patent number
US08258145B2

Reaction notes

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