Hydrazine → tert-Butyl 2-(2-hydrazinyl-2-oxoethyl)benzo[d]thiazole-6-carboxylate

HRID 1190850ノート

反応式

HRID 1190850 の反応式
C([O:3][C:4](=O)[CH2:5][C:6]1[S:7][C:8]2[CH:14]=[C:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH:12]=[CH:11][C:9]=2[N:10]=1)C.[NH2:23][NH2:24]>CO>[NH:23]([C:4](=[O:3])[CH2:5][C:6]1[S:7][C:8]2[CH:14]=[C:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH:12]=[CH:11][C:9]=2[N:10]=1)[NH2:24]

参加物

4

反応物 2

HCID 9321HydrazineHCID 86707744tert-Butyl 2-(2-ethoxy-2-oxoethyl)benzo[d]thiazole-6-carboxylate

生成物 1

HCID 86707745tert-Butyl 2-(2-hydrazinyl-2-oxoethyl)benzo[d]thiazole-6-carboxylate収率 87%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of Compound 188b (480 mg, 1.5 mmol) in methanol (15 mL) was added anhydrous hydrazine (0.19 mL, 6.0 mmol) and the mixture stirred for 16 h. The resulting precipitate was filtered, washed with three volumes of methanol and dried in vacuo to afford Compound 188c (400 mg, 87%) as white powder. LCMS=1.64 min using analytical method (B), 308.0 (M+H). 1H NMR (400 MHz, CD3OD) δ 8.59 (d, J=1.1 Hz, 1H), 8.08 (dd, J=8.6, 1.8 Hz, 1H), 8.02-7.97 (m, 1H), 1.63 (s, 9H).

後処理

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with three volumes of methanol
  3. customdried in vacuo

出典と根拠

ORDレコード
ord-c6a990134a3a4dcd93bc4c38ceb8f097
出典データセット
uspto-grants-2014_03
特許番号
US08680090B2

反応ノート

読み込み中…