Water → HCID 21701354, compound

HRID 1596341Notes

Reaction equation

HRID 1596341 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH2:10])[CH:5]=1)=[O:3].N1C=CC=CC=1.[CH:17]1[C:22]([N+:23]([O-:25])=[O:24])=[CH:21][CH:20]=[C:19]([Cl-]C([O-])=O)[CH:18]=1.[OH2:30].[O:31]1[CH2:35]CCC1>>[C:2]([C:4]1[CH:5]=[C:6]([NH:10][C:35](=[O:31])[O:30][C:19]2[CH:18]=[CH:17][C:22]([N+:23]([O-:25])=[O:24])=[CH:21][CH:20]=2)[CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:1]

Participants

5

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 74173'-AminoacetophenoneHCID 8028Tetrahydrofuran2×

Product 1

HCID 21701354HCID 21701354, compound

Procedure

To a solution of 3-aminoacetophenone (2.049 g) and pyridine (1.286 g) in tetrahydrofuran (35 ml) was added dropwise a solution of 4-nitrophenylchloroformate (3.288 g) in tetrahydrofuran (10 ml) under cooling in an ice bath. After completion of the addition, the mixture was allowed to stand to ambient temperature and stirred over night. Water was added to the mixture. The resultant precipitate was collected by suction filtration, washed with water and dried in vacuo at 80° C. to afford 4-nitrophenyl N-(3-acetylphenyl)carbamate (3.31 g).

Workup

  1. temperatureunder cooling in an ice bath
  2. additionAfter completion of the addition
  3. customto stand to ambient temperature
  4. filtrationThe resultant precipitate was collected by suction filtration
  5. washwashed with water
  6. customdried in vacuo at 80° C.

Sources & evidence

ORD record
ord-05b62bde406042ce807e8918cbb47951
Source dataset
uspto-grants-2001_09
Patent number
US06291452B1

Reaction notes

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