Water → N-[(3-cyclopropyl-1,2,4-oxadiazol-5-yl)methyl]phthalimide

HRID 351825

반응식

HRID 351825 반응식
[CH:1]1[CH:6]=[C:5]2[C:7]([N:9]([CH2:12][C:13]([OH:15])=O)[C:10](=[O:11])[C:4]2=[CH:3][CH:2]=1)=[O:8].C(N1C=CN=C1)(N1C=CN=C1)=O.[CH:28]1([C:31](=[N:33]O)[NH2:32])[CH2:30][CH2:29]1.O>CN(C=O)C>[CH:28]1([C:31]2[N:33]=[C:13]([CH2:12][N:9]3[C:7](=[O:8])[C:5]4=[CH:6][CH:1]=[CH:2][CH:3]=[C:4]4[C:10]3=[O:11])[O:15][N:32]=2)[CH2:30][CH2:29]1

참가 물질

6

반응물 4

HCID 962WaterHCID 20825N-PhthaloylglycineHCID 682631,1'-CarbonyldiimidazoleHCID 2794666N'-Hydroxycyclopropanecarboximidamide

생성물 1

HCID 22713498N-[(3-cyclopropyl-1,2,4-oxadiazol-5-yl)methyl]phthalimide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

N-Phthaloylglycine (90.7 g, 442 mmol) was dissolved in portions (because of clumping) in DMF (500 mL). 1,1′-Carbonyldiimidazole (78.9 g, 486 mmrol) was added in portions (attention CO evolution). The resulting suspension was heated at 80° C. for 20 min. and then cooled to rt, then cyclopropanecarboxamidoxime 1 added and then heated at 110° C. for 2 h. The solution was cooled to rt, then poured into water (4 L), stirred for 15 min, filtered, washed with water (400 mL) and (fried. Yield: 104 g (87%). Mp 115° C. m/z 269 (M).

후처리

  1. temperaturecooled to rt
  2. temperatureheated at 110° C. for 2 h
  3. temperatureThe solution was cooled to rt
  4. filtrationfiltered
  5. washwashed with water (400 mL)

출처 및 근거

ORD 기록
ord-df8c010fc5e341939ff74e831a8364c9
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06743789B2

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