p-Toluidine → 2-Chloro-N-(4-methylphenyl)quinazolin-4-amine

HRID 1876061Notes

Reaction equation

HRID 1876061 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.[CH3:13][C:14]1[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=1>>[Cl:1][C:2]1[N:11]=[C:10]([NH:18][C:17]2[CH:19]=[CH:20][C:14]([CH3:13])=[CH:15][CH:16]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

3

Reactant 2

HCID 7813p-ToluidineHCID 2528862,4-Dichloroquinazoline

Product 1

HCID 226926752-Chloro-N-(4-methylphenyl)quinazolin-4-amine

Procedure

The title compound was prepared from 2,4-dichloroquinazoline (50 mg, 0.251 mmol) and 4-methylaniline (32 mg, 0.30 mmol) by a procedure similar to Example 1b and was isolated as white powder (15 mg, 30%). 1H NMR (CDCl3): 7.97-7.89 (m, 3H), 7.71 (d, J=6.6 Hz, 2H), 7.64 (ddd, J=8.4, 6.6 and 2.1 Hz, 1H), 7.33 (d, J=6.6 Hz, 2H), 2.47 (s, 3H).

Sources & evidence

ORD record
ord-0e6f96c0c2f34e2486539874367fbad2
Source dataset
uspto-grants-2012_11
Patent number
US08309562B2

Reaction notes

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