Dicyclohexylcarbodiimide → HCID 86642295, 화합물

HRID 446910

반응식

HRID 446910 반응식
[SH:1][C:2]1[N:3]([NH2:20])[C:4]([C@H:7]([NH:9][C:10](=[O:19])[O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH3:8])=[N:5][N:6]=1.[Cl:21][C:22]1[CH:23]=[C:24]([N:28]=[C:29]=S)[CH:25]=[CH:26][CH:27]=1.C1(N=C=NC2CCCCC2)CCCCC1>C(O)C.CCOCC>[Cl:21][C:22]1[CH:23]=[C:24]([NH:28][C:29]2[S:1][C:2]3=[N:6][N:5]=[C:4]([C@H:7]([NH:9][C:10](=[O:19])[O:11][CH2:12][C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)[CH3:8])[N:3]3[N:20]=2)[CH:25]=[CH:26][CH:27]=1

참가 물질

6

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 754493-Chlorophenyl isothiocyanateHCID 178462184HCID 178462184, 화합물

생성물 1

HCID 86642295HCID 86642295, 화합물수율 48.7%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 3283Diethyl Ether용매

반응 조건

온도
80 °C

실험 절차

(Step 8-ii) A mixture of (R)-benzyl 1-(5-mercapto-4-amino-4H-1,2,4-triazol-3-yl)ethylcarbamate (1.32 g, 4.5 mmol) in ethanol (15 mL) was heated to 80° C. and 3-chlorophenylisothiocyanate (1.3 g, 7.65 mmol) and dicyclohexylcarbodiimide (1.11 g, 5.4 mmol) were added. After 4 hours, the reaction was cooled, diluted with an equal volume of ether, and filtered. The filter cake was washed with additional ether and the collected solids dried in vacuo to provide 0.94 g of (R)-benzyl 1-(6-(3-chlorophenylamino)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-3-yl)ethylcarbamate: ESMS MH+=429.

후처리

  1. temperaturethe reaction was cooled
  2. filtrationfiltered
  3. washThe filter cake was washed with additional ether
  4. customthe collected solids dried in vacuo

출처 및 근거

ORD 기록
ord-99b478e2c89843c2a1f93812d9885667
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481538B2

연결된 노트

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