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

HRID 1666341

反応式

HRID 1666341 の反応式
[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

参加物

7

反応物 3

HCID 1049PyridineHCID 15891Phenyl chloroformateHCID 178507366HCID 178507366、化合物

生成物 1

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

試薬・触媒・溶媒 3

HCID 6342Acetonitrile溶媒HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-89dbd0b464a34d7d86d04e9bdc9844bb
出典データセット
uspto-grants-2011_10
特許番号
US08044052B2

関連ノート

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