Acetyl chloride → HCID 53740391, compound

HRID 1723128Notes

Reaction equation

HRID 1723128 reaction equation
[N:1]1([CH:6]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:7]2[CH:12]=[CH:11][C:10]([NH2:13])=[C:9]([N+:14]([O-:16])=[O:15])[CH:8]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[C:23](Cl)(=[O:25])[CH3:24]>C(O)(=O)C>[N:1]1([CH:6]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:23](=[O:25])[CH3:24])=[C:9]([N+:14]([O-:16])=[O:15])[CH:8]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 53896111HCID 53896111, compound

Product 1

HCID 53740391HCID 53740391, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

(a-4) A mixture of 1.45 parts of 4-[(1H-imidazol-1-yl)phenylmethyl]-2-nitrobenzenamine, 0.78 parts of acetyl chloride and 25 parts of acetic acid was stirred over weekend at room temperature. The methanol layer was removed in vacuo and the residue was taken up in water and dichloromethane. After treatment with ammonium hydroxide, the dichloromethane layer was dried, filtered and evaporated, yielding 1.6 parts (95%) of N-[4-[(1H-imidazol-1-yl)phenylmethyl]-2-nitrophenyl]-acetamide as a residue (int. 127).

Workup

  1. customThe methanol layer was removed in vacuo
  2. dry with materialAfter treatment with ammonium hydroxide, the dichloromethane layer was dried
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-e1a246d48bf14000993e3a16c6fc5ba2
Source dataset
uspto-grants-1989_08
Patent number
US04859684

Reaction notes

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