Pyridine → Phenyl 1H-benzo[d][1,2,3]triazol-5-ylcarbamate

HRID 1666341

반응식

HRID 1666341 반응식
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:4]=2[N:3]=[N:2]1.N1C=CC=CC=1.Cl[C:18]([O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:19]>C1COCC1.CC#N.C(Cl)Cl>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH:10][C:18](=[O:19])[O:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:9][C:4]=2[N:3]=[N:2]1

참가 물질

7

반응물 3

HCID 1049PyridineHCID 15891Phenyl chloroformateHCID 178507366HCID 178507366, 화합물

생성물 1

HCID 178521835Phenyl 1H-benzo[d][1,2,3]triazol-5-ylcarbamate수율 57%

시약·촉매·용매 3

HCID 6342Acetonitrile용매HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1H-benzo[d][1,2,3]triazol-5-amine (1.85 g, 13.8 mmol, Alfa Aesar) in THF (10 mL) and CH3CN (8 mL) was added pyridine (1.34 mL, 16.6 mmol) followed by phenyl chloroformate (2.27 mL, 14.5 mmol) slowly. The reaction was stirred overnight. The reaction was concentrated to give an oil, which was partitioned between CH2Cl2 and water. The organic layer was dried using a SPE phase separator and concentrated to give a solid. This was taken up in CH2Cl2 and the precipitate was filtered to give the desired product (2.0 g, 57%) which was used without purification. MS M+1: 256.06.

후처리

  1. concentrationThe reaction was concentrated
  2. customto give an oil, which
  3. customwas partitioned between CH2Cl2 and water
  4. customThe organic layer was dried
  5. concentrationconcentrated
  6. customto give a solid
  7. filtrationthe precipitate was filtered

출처 및 근거

ORD 기록
ord-89dbd0b464a34d7d86d04e9bdc9844bb
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08044052B2

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