Water → 4-Nitrophenyl pyridin-2-ylcarbamate

HRID 2070069Notes

Reaction equation

HRID 2070069 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.Cl[C:9]([O:11][C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1)=[O:10].C(N(CC)C(C)C)(C)C.O>ClCCl>[N+:18]([C:15]1[CH:14]=[CH:13][C:12]([O:11][C:9](=[O:10])[NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=2)=[CH:17][CH:16]=1)([O-:20])=[O:19]

Participants

6

Reactant 4

HCID 962WaterHCID 104392-AminopyridineHCID 81531DiisopropylethylamineHCID 821294-Nitrophenyl chloroformate

Product 1

HCID 103327734-Nitrophenyl pyridin-2-ylcarbamate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.5 g of 2-aminopyridine is dissolved in 10 ml of dichloromethane and then 1.18 g of 4-nitrophenyl chloroformate are added, as are 1.85 ml of N,N-diisopropylethylamine. The reaction mixture is stirred for one hour at ambient temperature. 50 ml of water are added to the reaction mixture and then the medium is extracted with 50 ml of dichloromethane. The solvents are evaporated off and then the solid is used in the next stage without further purification.

Workup

  1. extractionthe medium is extracted with 50 ml of dichloromethane
  2. customThe solvents are evaporated off
  3. customthe solid is used in the next stage without further purification

Sources & evidence

ORD record
ord-948ce3b94abc4c40945c21665ddc6687
Source dataset
uspto-grants-2012_10
Patent number
US08299259B2

Reaction notes

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