Anthranilic Acid → 2-{[3-(4-(2-Chlorophenyl)-9-hydroxy-1,3-dioxo-2,3-dihydropyrrolo[3,4-c]carbazol-6 (1H)-yl)propyl]amino}benzoic acid

HRID 11099

反応式

HRID 11099 の反応式
Br[CH2:2][CH2:3][CH2:4][N:5]1[C:17]2[CH:16]=[C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:24])[C:14]3[C:25](=[O:29])[NH:26][C:27](=[O:28])[C:13]=3[C:12]=2[C:11]2[CH:10]=[C:9]([OH:30])[CH:8]=[CH:7][C:6]1=2.[CH:31]1[CH:36]=[C:35]([C:37]([OH:39])=[O:38])[C:34]([NH2:40])=[CH:33][CH:32]=1>>[Cl:24][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[C:15]1[C:14]2[C:25](=[O:29])[NH:26][C:27](=[O:28])[C:13]=2[C:12]2[C:11]3[CH:10]=[C:9]([OH:30])[CH:8]=[CH:7][C:6]=3[N:5]([CH2:4][CH2:3][CH2:2][NH:40][C:34]3[CH:33]=[CH:32][CH:31]=[CH:36][C:35]=3[C:37]([OH:39])=[O:38])[C:17]=2[CH:16]=1

参加物

3

反応物 2

HCID 227Anthranilic AcidHCID 219805126-(3-Bromopropyl)-4-(2-chlorophenyl)-9-hydroxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

生成物 1

HCID 695839862-{[3-(4-(2-Chlorophenyl)-9-hydroxy-1,3-dioxo-2,3-dihydropyrrolo[3,4-c]carbazol-6 (1H)-yl)propyl]amino}benzoic acid収率 88%

実験手順

Reaction of the bromide (58) prepared as described in example 172 with o-anthranilic acid using the procedure described in example 179 gave the aniline (60) (88%), mp 261–263° C. 1H NMR δ [(CD3)2SO] 11.05 (s, 1H), 9.38 (s, 1H), 8.39 (d, J=2.4 Hz, 1H), 7.76 (m, 1H), 7.75 (s, 1H), 7.59 (d, J=8.7 Hz, 1H), 7.55 (m, 1H), 7.46 (m, 1H), 7.40 (m, 1H), 7.33 (m, 1H), 7.27 (m, 1H), 7.12 (dd, J=8.7, 2.4 Hz, 1H), 6.59–6.50 (m, 2H), 4.57 (t, J=6.7 Hz, 2H), 3.22–3.10 (m, 2H), 2.15–2.05 (m, 2H). FABMS found M+: 541.1230, 539.1234. C30H22ClN3O5 requires 541.1218, 539.1248.

後処理

  1. customprepared

出典と根拠

ORDレコード
ord-b89c3cc6000840ceb21cafb05db13925
出典データセット
uspto-grants-2006_08
特許番号
US07094798B1

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