Triethylamine → Ethyl 2-(3,3-dimethylbutyrylamino)-4,5,6,7-tetrahydrobenzthiazol-4-carboxylate

HRID 1394104ノート

反応式

HRID 1394104 の反応式
Br.[NH2:2][C:3]1[S:4][C:5]2[CH2:11][CH2:10][CH2:9][CH:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:6]=2[N:7]=1.C(N(CC)CC)C.[C:24]([CH2:28][C:29](Cl)=[O:30])([CH3:27])([CH3:26])[CH3:25]>C(#N)C>[CH3:25][C:24]([CH3:27])([CH3:26])[CH2:28][C:29]([NH:2][C:3]1[S:4][C:5]2[CH2:11][CH2:10][CH2:9][CH:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:6]=2[N:7]=1)=[O:30]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 815143,3-Dimethylbutanoyl chlorideHCID 87730500Ethyl 2-amino-4,5,6,7-tetrahydrobenzthiazole-4-carboxyate hydrobromide

生成物 1

HCID 59681875Ethyl 2-(3,3-dimethylbutyrylamino)-4,5,6,7-tetrahydrobenzthiazol-4-carboxylate

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
0 °C

実験手順

To a solution of ethyl 2-amino-4,5,6,7-tetrahydrobenzthiazole-4-carboxyate hydrobromide (0.92 g, 0.3 mol) in acetonitrile (25 mL) there was added triethylamine (Et3N, 0.41 g, 0.4 mol). Following cooling to 0° C., tert-butylacetyl chloride (0.55 g, 0.4 mol) was slowly added, and the resultant mixture was then stirred overnight at room temperature. Following removal of the solvent and purification by column chromatography, there was obtained ethyl 2-(3,3-dimethylbutyrylamino)-4,5,6,7-tetrahydrobenzthiazol-4-carboxylate in a yield of 185 mg (corresponding to 19% of theory).

後処理

  1. customremoval of the solvent and purification by column chromatography

出典と根拠

ORDレコード
ord-318e770d7ce649978a8738cfab6f72d1
出典データセット
uspto-grants-2008_03
特許番号
US07348347B2

反応ノート

読み込み中…