4-Nitrophenyl chloroformate → 4-Nitrophenyl isoxazol-3-ylcarbamate

HRID 1925356Notes

Reaction equation

HRID 1925356 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][O:4][N:3]=1.Cl[C:8]([O:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=1)=[O:9]>C1COCC1>[O:4]1[CH:5]=[CH:6][C:2]([NH:1][C:8](=[O:9])[O:10][C:11]2[CH:12]=[CH:13][C:14]([N+:17]([O-:19])=[O:18])=[CH:15][CH:16]=2)=[N:3]1

Participants

4

Reactant 2

HCID 821294-Nitrophenyl chloroformateHCID 18102163-Isoxazolamine

Product 1

HCID 675199914-Nitrophenyl isoxazol-3-ylcarbamate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3-amino isoxazole (220 uL, 2.973 mmol) and p-nitrophenyl chloroformate (659 mg, 3.271 mmol) in THF (8 mL) was stirred for 15 min at RT before the solution was concentrated in vacuo. The title compound was used immediately in the following reaction without further purification. MS (ESI, pos. ion) m/z: 250 (M+1). Mass calc'd for C10H7N3O5: 249.18.

Workup

  1. concentrationwas concentrated in vacuo
  2. customThe title compound was used immediately in the following reaction without further purification

Sources & evidence

ORD record
ord-c5c55cf3f6274bd5a45bc7b3e61f7bce
Source dataset
uspto-grants-2012_05
Patent number
US08178557B2

Reaction notes

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