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Triethylamine → 4-Methoxy-7-morpholin-4-yl-benzothiazole-2-carboxylic acid (2-benzo[b]thiophen-3-yl-2-oxo-ethyl)-amide

HRID 1244334
ノート
印刷プレビュー

反応式

HRID 1244334 の反応式
[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([C:12]([OH:14])=O)[S:11][C:7]=2[C:6]([N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)=[CH:5][CH:4]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.Cl.[NH2:34][CH2:35][C:36]([C:38]1[C:39]2[CH:46]=[CH:45][CH:44]=[CH:43][C:40]=2[S:41][CH:42]=1)=[O:37].C(N(CC)CC)C>CN(C=O)C.O>[S:41]1[CH:42]=[C:38]([C:36](=[O:37])[CH2:35][NH:34][C:12]([C:10]2[S:11][C:7]3[C:6]([N:15]4[CH2:20][CH2:19][O:18][CH2:17][CH2:16]4)=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[C:8]=3[N:9]=2)=[O:14])[C:39]2[CH:46]=[CH:45][CH:44]=[CH:43][C:40]1=2
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8471TriethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 219192164-Methoxy-7-morpholin-4-yl-benzothiazole-2-carboxylic acidHCID 219192602-Amino-1-benzo[b]thiophen-3-yl-ethanone hydrochloride

生成物 1

HCID 865950044-Methoxy-7-morpholin-4-yl-benzothiazole-2-carboxylic acid (2-benzo[b]thiophen-3-yl-2-oxo-ethyl)-amide収率 44.1%

試薬・触媒・溶媒

2
HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

0.30 g 4-Methoxy-7-morpholin-4-yl-benzothiazole-2-carboxylic acid and 0.19 g 1,1′-carbonyl-diimidazole in 6 ml DMF were stirred at room temperature for 4 hours. 0.26 g 2-amino-1-benzo[b]thiophen-3-yl-ethanone hydrochloride and 0.–16 ml triethylamine were added and stirring was continued for two days at room temperature. 100 ml water was added and the mixture was extracted with ethylacetate. The precipitate was filtered to yield 0.21 g (44%) 4-methoxy-7-morpholin-4-yl-benzothiazole-2-carboxylic acid (2-benzo[b]thiophen-3-yl-2-oxo-ethyl)-amide as a yellow solid; M.p.: 256–258° C.; MS (ISP): m/e=468 (M+H+).

後処理

  1. extractionthe mixture was extracted with ethylacetate
  2. filtrationThe precipitate was filtered

出典と根拠

ORDレコード
ord-8c2acf689c0d46e4a1acd6d4126dda66
出典データセット
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07122545B2

反応ノート

読み込み中…

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