Ammonia → 7-(Chloromethyl)quinazolin-4-amine

HRID 1433106Notes

Reaction equation

HRID 1433106 reaction equation
[NH3:1].Cl[C:3]1[C:12]2[C:7](=[CH:8][C:9]([CH2:13][Cl:14])=[CH:10][CH:11]=2)[N:6]=[CH:5][N:4]=1>>[NH2:1][C:3]1[C:12]2[C:7](=[CH:8][C:9]([CH2:13][Cl:14])=[CH:10][CH:11]=2)[N:6]=[CH:5][N:4]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 57933129HCID 57933129, compound

Product 1

HCID 272813087-(Chloromethyl)quinazolin-4-amineYield 77%

Procedure

To 15 ml of a saturated ethanolic ammonia solution is added 1.0 g (4.7 mmole) of 4-chloro-7-chloromethylquinazoline. The mixture is stirred at room temperature overnight. The precipitate which forms is collected to give 0.7 g of the title intermediate product, mp>300° C.; 77% yield. 1H NMR (d6-DMSO, 300 MHz) δ 8.38 (s, 1H), 8.20 (d, 1H), 7.78 (bs, 2H), 7.70 (s, 1H), 7.51 (d, 1H), 4.92 (s, 2H). EI MS, [M]+=193, 195 (Cl pattern).

Workup

  1. customThe precipitate which forms is collected

Sources & evidence

ORD record
ord-b3d0836a4c97405c8a028095057366da
Source dataset
uspto-grants-2009_11
Patent number
US07612075B2

Reaction notes

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