N-Methyl-4-nitroaniline → (2-Chloro-quinazolin-4-yl)-(4-nitro-phenyl)-methyl-amine

HRID 2381016Notes

Reaction equation

HRID 2381016 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.[N+:13]([C:16]1[CH:23]=[CH:22][C:19]([NH:20][CH3:21])=[CH:18][CH:17]=1)([O-:15])=[O:14]>>[Cl:1][C:2]1[N:11]=[C:10]([N:20]([C:19]2[CH:18]=[CH:17][C:16]([N+:13]([O-:15])=[O:14])=[CH:23][CH:22]=2)[CH3:21])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

3

Reactant 2

HCID 7483N-Methyl-4-nitroanilineHCID 2528862,4-Dichloroquinazoline

Product 1

HCID 11415786(2-Chloro-quinazolin-4-yl)-(4-nitro-phenyl)-methyl-amine

Procedure

The title compound was prepared from 2,4-dichloroquinazoline (50 mg, 0.251 mmol) and 4-nitro-N-methylaniline (46 mg, 0.302 mmol) by a procedure similar to example 1b and was isolated as yellow powder (6 mg, 12%). 1H NMR (CDCl3): 8.24 (d, J=8.7 Hz, 2H), 7.81 (dd, J=8.1, and 2.4 Hz, 1H), 7.68 (ddd, J=8.1, 7.5 and 2.4 Hz, 1H), 7.28 (d, J=8.7 Hz, 2H), 7.18 (ddd, J=8.1, 7.5 and 2.4 Hz, 1H), 7.07 (d, J=7.8 Hz, 1H), 3.75 (s, 3H).

Sources & evidence

ORD record
ord-8aa4d320180e4d00b764ed1514175e72
Source dataset
uspto-grants-2012_09
Patent number
US08258145B2

Reaction notes

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