(1aS,7bS)-2,2-Dimethyl-1a,7b-dihydro-2H-oxireno[2,3-c]chromene-6-carbonitrile → trans-4-(2-cyanoiminothiazolidin-3-yl)-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile

HRID 704799노트

반응식

HRID 704799 반응식
[O:1]1[C@@H:7]2[C@H:2]1[C:3]([CH3:15])([CH3:14])[O:4][C:5]1[CH:11]=[CH:10][C:9]([C:12]#[N:13])=[CH:8][C:6]=12.[C:16]([N:18]=[C:19]1[NH:23][CH2:22][CH2:21][S:20]1)#[N:17]>C(N(CC)CC)C>[C:16]([N:18]=[C:19]1[N:23]([C@@H:7]2[C:6]3[CH:8]=[C:9]([C:12]#[N:13])[CH:10]=[CH:11][C:5]=3[O:4][C:3]([CH3:15])([CH3:14])[C@H:2]2[OH:1])[CH2:22][CH2:21][S:20]1)#[N:17]

참가 물질

4

반응물 2

HCID 9837089(1aS,7bS)-2,2-Dimethyl-1a,7b-dihydro-2H-oxireno[2,3-c]chromene-6-carbonitrileHCID 178512079HCID 178512079, 화합물

생성물 1

HCID 18643509trans-4-(2-cyanoiminothiazolidin-3-yl)-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile수율 56.9%

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

A mixture of (3S,4S)-3,4-epoxy-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile (0.603 g) and 2 -cyanoiminothiazolidine (0.762 g) in triethylamine (4.2 ml) was heated under reflux for 9 hours. The resulting precipitates were collected by filtration, and washed with water, and recrystallized from ethanol to give (3S,4R)-4(2-cyanoiminothiazolidin-3-yl)-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile (0.56 g).

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 9 hours
  3. customThe resulting precipitates
  4. filtrationwere collected by filtration
  5. washwashed with water
  6. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-dfdda5ef673747678c037ecc8b1ba19e
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04988723

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