O-Methylhydroxylamine hydrochloride → 1-ethyl-3-[7-[(E)-N-methoxy-C-methylcarbonimidoyl]-5-phenylmethoxy-1,3-benzothiazol-2-yl]urea

HRID 712288ノート

反応式

HRID 712288 の反応式
Cl.[CH3:2][O:3][NH2:4].[C:5]([C:8]1[C:16]2[S:15][C:14]([NH:17][C:18]([NH:20][CH2:21][CH3:22])=[O:19])=[N:13][C:12]=2[CH:11]=[C:10]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:9]=1)(=O)[CH3:6]>CN(C=O)C>[CH2:24]([O:23][C:10]1[CH:9]=[C:8](/[C:5](/[CH3:6])=[N:4]/[O:3][CH3:2])[C:16]2[S:15][C:14]([NH:17][C:18]([NH:20][CH2:21][CH3:22])=[O:19])=[N:13][C:12]=2[CH:11]=1)[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

参加物

4

反応物 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 866640001-(7-Acetyl-5-benzyloxy-1,3-benzothiazol-2-yl)-3-ethyl-urea

生成物 1

HCID 872225491-ethyl-3-[7-[(E)-N-methoxy-C-methylcarbonimidoyl]-5-phenylmethoxy-1,3-benzothiazol-2-yl]urea収率 78%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

O-Methyl hydroxylamine hydrochloride (289 mg, 3.46 mmol) was added to 1-(7-acetyl-5-benzyloxy-1,3-benzothiazol-2-yl)-3-ethyl-urea (650 mg, 1.73 mmol) in DMF (7 mL). The reaction mixture was heated to 60° C. for 2 h after which time LCMS indicated clean conversion to the desired product. The reaction was diluted with EtOAc, washed with water then brine and the organic layer dried (MgSO4), filtered and the solvent removed in vacuo to give the desired compound an off white solid, 550 mg, 78% yield.

出典と根拠

ORDレコード
ord-67d78661df944640bd8ecb4789f31215
出典データセット
uspto-grants-2015_11
特許番号
US09181234B2

反応ノート

読み込み中…