Potassium Bromide → 6-Amino-2-(2,3-dihydro-1,4-benzodioxin-6-yl)-quinazoline

HRID 217138Notes

Reaction equation

HRID 217138 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12]1[CH:17]=[CH:16][C:15]3[O:18][CH2:19][O:20][C:14]=3[CH:13]=1)[N:6]=[CH:5]2.[K+].[Br-].[CH:23](Cl)(Cl)Cl.CO>>[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12]1[CH:17]=[CH:16][C:15]3[O:18][CH2:23][CH2:19][O:20][C:14]=3[CH:13]=1)[N:6]=[CH:5]2

Participants

4

Reactant 3

HCID 253877Potassium BromideHCID 21584188Chloroform methanolHCID 441404276-Amino-2-(3,4-methylendioxy-phenyl)quinazoline

Product 1

HCID 578631656-Amino-2-(2,3-dihydro-1,4-benzodioxin-6-yl)-quinazolineYield 67%

Procedure

This compound was synthesized in 67% yield, according to the procedure described in example 3 for 6-amino-2-(3,4-methylendioxy-phenyl)-quinazoline. C16H13N3O2, MW: 279.30. mp 179.4-181.6° C.; 1H NMR (DMSO-d6) 9.24 (s, 1H), 7.92-7.98 (m, 2H), 7.72 (d, 1H), 7.38 (dd, 1H), 6.89-6.99 (m, 2H), 5.91 (s, 2H), 4.31 (s, 4H); IR (KBr) 1555, 1507, 1286; TLC (CHCl3/MeOH 9/1) Rf=0.65.

Workup

  1. customThis compound was synthesized in 67% yield

Sources & evidence

ORD record
ord-6d13d74f20a74c1ea247e7705c20082d
Source dataset
uspto-grants-2012_06
Patent number
US08193353B2

Reaction notes

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