2-(Bromomethyl)-1,3-difluorobenzene → 1-(2,6-Difluorobenzyl)-2-(2,6-difluorophenyl)-4-nitrobenzimidazole

HRID 841536

反応式

HRID 841536 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[NH:10][C:11]2[C:17]([N+:18]([O-:20])=[O:19])=[CH:16][CH:15]=[CH:14][C:12]=2[N:13]=1.[F:21][C:22]1[CH:29]=[CH:28][CH:27]=[C:26]([F:30])[C:23]=1[CH2:24]Br>>[F:21][C:22]1[CH:29]=[CH:28][CH:27]=[C:26]([F:30])[C:23]=1[CH2:24][N:13]1[C:12]2[CH:14]=[CH:15][CH:16]=[C:17]([N+:18]([O-:20])=[O:19])[C:11]=2[N:10]=[C:9]1[C:3]1[C:2]([F:1])=[CH:7][CH:6]=[CH:5][C:4]=1[F:8]

参加物

3

反応物 2

HCID 5814352-(Bromomethyl)-1,3-difluorobenzeneHCID 178526542HCID 178526542、化合物

生成物 1

HCID 4926701-(2,6-Difluorobenzyl)-2-(2,6-difluorophenyl)-4-nitrobenzimidazole

実験手順

2-(2,6-difluorophenyl)-4-nitrobenzimidazole (7.7 g, 28 mmol) was reacted with 2,6-difluorobenzylbromide (6.95 g, 33.6 mmol). The crude product was purified by recrystallization from diethylether:hexane (3:1), 9.8 g (24.4 mmol, 87%), yielding white crystals 1-(2,6-difluorobenzyl)-2-(2,6-difluorophenyl)-4-nitrobenzimidazole. M.p. 168-170° C. 1H-NMR (300 MHz, CD2Cl2): δ8.13 (dd, J=8.1, 0.9 Hz, 1H, H5), 7.86 (dd, J=8.1, 0.9 Hz, 1H, H7), 7.59 (m, 1H, H4′), 7.43 (dd, J=8.1 Hz, H6), 7.28 (m, 1H, H4″), 7.12 (m, 2H, H3′,5′), 6.84 (m, 2H, H3″,5″), 5.44 (s, 2H, CH2).

後処理

  1. customThe crude product was purified by recrystallization from diethylether:hexane (3:1), 9.8 g (24.4 mmol, 87%)

出典と根拠

ORDレコード
ord-146a3270ea304018871f91f2b821cbfe
出典データセット
uspto-grants-2002_04
特許番号
US06369235B1

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