3-(Bromoacetyl)-5-t-butyl-2-methyl-furan → HCID 86583822、化合物

HRID 1058467

反応式

HRID 1058467 の反応式
[NH2:1][C:2](=[S:13])[C:3]1[CH:4]=[C:5]([C:9]([O:11][CH3:12])=[S:10])[S:6][C:7]=1[CH3:8].[C:14]([C:18]1[O:22][C:21]([CH3:23])=[C:20]([C:24](=O)[CH2:25]Br)[CH:19]=1)([CH3:17])([CH3:16])[CH3:15]>>[C:14]([C:18]1[O:22][C:21]([CH3:23])=[C:20]([C:24]2[N:1]=[C:2]([C:3]3[CH:4]=[C:5]([C:9]([O:11][CH3:12])=[S:10])[S:6][C:7]=3[CH3:8])[S:13][CH:25]=2)[CH:19]=1)([CH3:17])([CH3:16])[CH3:15]

参加物

3

反応物 2

HCID 120258983-(Bromoacetyl)-5-t-butyl-2-methyl-furanHCID 86583815Methyl 4-(aminothioxomethyl)-5-methylthiothiophene-2-carboxylate

生成物 1

HCID 86583822HCID 86583822、化合物収率 66.1%

実験手順

Methyl 4-{4-[S-(tert-butyl)-2-methyl(3-furyl)](1,3-thiazol-2-yl)}-5-methylthiothiophene-2-carboxylate: A solution of 955 mg (3.86 mmol) of methyl 4-(aminothioxomethyl)-5-methylthiothiophene-2-carboxylate (Maybridge, Cornwall, UK) was reacted with 1 g (3.86 mmol) of 1-[5-(tert-butyl)-2-methyl(3-furyl)]-2-bromoethan-1-one (1 g) in a manner similar to Example 8, step (a) to give methyl 4-{4-[5-(tert-butyl)-2-methyl(3-furyl)](1,3-thiazol-2-yl)}-5-methylthiothiophene-2-carboxylate (999 mg, 64%) as a red-brown solid. 1H-NMR (DMSO-d6; 300 MHz) δ 8.14 (s, 1H), 7.74 (s, 1H), 6.46 (s, 1H), 3.86 (s, 3H), 2.74 (s, 3H), 2.66 (s, 3H), 1.27 (s, 9H). Mass spectrum (MALDI-TOF, CHCA matrix, m/z): Calcd. for C19H21NO3S3, 408.1 (M+H), found 408.0.

出典と根拠

ORDレコード
ord-5f3bcd18958148dda2d2faeaba4328d0
出典データセット
uspto-grants-2003_02
特許番号
US06515002B2

関連ノート

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