Phenoxycarbonyl isothiocyanate → HCID 178511143, 화합물

HRID 1266356노트

반응식

HRID 1266356 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 178511143HCID 178511143, 화합물수율 42.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-8e05c20828b442d68e2a62b85b32afba
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06548526B2

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