1-(Bromomethyl)-2-phenylbenzene → HCID 11510580, compound

HRID 550736Notes

Reaction equation

HRID 550736 reaction equation
COC1C=C(OC)C=CC=1C[O:6][N:7]1[C:12](=[O:13])[C:11]2[S:14][C:15]3[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][C:16]=3[C:10]=2[NH:9][C:8]1=[O:24].[C:31]1([C:37]2[CH:44]=[CH:43][CH:42]=[CH:41][C:38]=2[CH2:39]Br)[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>>[C:37]1([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:44]=[CH:43][CH:42]=[CH:41][C:38]=1[CH2:39][N:9]1[C:10]2[C:16]3[CH:17]=[C:18]([N+:21]([O-:23])=[O:22])[CH:19]=[CH:20][C:15]=3[S:14][C:11]=2[C:12](=[O:13])[N:7]([OH:6])[C:8]1=[O:24]

Participants

3

Reactant 2

HCID 2633651-(Bromomethyl)-2-phenylbenzeneHCID 67199806HCID 67199806, compound

Product 1

HCID 11510580HCID 11510580, compound

Procedure

Following general procedure B2 and D1, 3-(2,4-Dimethoxy-benzyloxy)-8-nitro-1H-benzo[4,5]thieno[3,2-d]pyrimidine-2,4-dione was alkylated with 2-phenylbenzyl bromide and subsequently deprotected to provide the title compound as a light yellow solid. 1H NMR (d6-DMSO, 300 MHz) δ 5.53 (s, 2H); 7.20-7.57 (m, 9H); 8.29 (dd, J1=9 Hz, J2=2 Hz, 1H); 8.36 (d, J=2 Hz, 1H); 8.40 (d, J=9 Hz, 1H); Ret. time=3.14 min., m/z=444.0.

Sources & evidence

ORD record
ord-d9a2ecd42db64bf2bf3cf2d92a0cf2fd
Source dataset
uspto-grants-2011_05
Patent number
US07947691B2

Reaction notes

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