Phenoxycarbonyl isothiocyanate → HCID 178511143、化合物

HRID 750565ノート

反応式

HRID 750565 の反応式
[CH2:1]([O:8][C:9](=[NH:13])[CH2:10][C:11]#[N:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:14]([C:21]([N:23]=[C:24]=[S:25])=[O:22])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(#N)C>[CH2:1]([O:8][C:9](=[NH:13])[C:10]([C:11]#[N:12])=[C:24]([SH:25])[NH:23][C:21]([O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 12212046Phenoxycarbonyl isothiocyanateHCID 299391912-Cyano-acetimidic acid benzyl ester

生成物 1

HCID 178511143HCID 178511143、化合物収率 42.4%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

To a stirred 0° C. solution of 2-cyano-acetimidic acid benzyl ester (327 g, 1.88 mol) in acetonitrile (1 L) was added a 0° C. solution of phenoxycarbonylisothiocyanate (353 g, 1.97 mol) in acetonitrile (1 L). The reaction was allowed to warm to ambient temperature and was stirred overnight. The mixture was then placed in the refrigerator and kept still at 5° C. for 48 hours. The solid product was filtered, compressed, and washed with 20° C. acetonitrile (3×200 mL). Air was then drawn though the relatively stable solid followed by further drying under high vacuum to yield a yellow solid (282 g, 798 mmol, 42%). 1H NMR (400 MHz, DMSO) δ 5.39 (s, 2H), 7.11-7.19 (m, 2H), 7.20-7.24 (m, 1H), 7.36-7.46 (m, 7H), 10.23 (broad s, 1H), 10.67 (s, 1H), 12.19 (broad s, 1H) ppm; MS (APCl, m/z): 354 [M+H]+.

後処理

  1. waitkept still at 5° C. for 48 hours
  2. filtrationThe solid product was filtered
  3. washwashed with 20° C. acetonitrile (3×200 mL)
  4. customby further drying under high vacuum

出典と根拠

ORDレコード
ord-cdce71499eab4966b5601542a030ce97
出典データセット
uspto-grants-2008_07
特許番号
US07405218B2

反応ノート

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