Acetyl chloride → HCID 59515706, compound

HRID 1161188Notes

Reaction equation

HRID 1161188 reaction equation
[OH:1][CH2:2][CH2:3][N:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[N+:14]([O-:16])=[O:15])[C:5]1=[O:17].C(N(CC)C(C)C)(C)C.[C:27](Cl)(=[O:29])[CH3:28]>C(Cl)Cl.CN(C)C=O>[C:27]([O:1][CH2:2][CH2:3][N:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[N+:14]([O-:16])=[O:15])[C:5]1=[O:17])(=[O:29])[CH3:28]

Participants

6

Reactant 3

HCID 6367Acetyl chlorideHCID 81531DiisopropylethylamineHCID 59515678HCID 59515678, compound

Product 1

HCID 59515706HCID 59515706, compoundYield 99.7%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

2-(2-Hydroxyethyl)-5-nitroisoquinolin-1(2H)-one (2.2 g, 0.0089 mol) was dissolved in the mixture of methylene chloride (20 mL) and N,N-dimethylformamide (10 mL), N,N-diisopropylethylamine (2.33 mL, 0.0134 mol) and acetyl chloride (1.06 g, 0.0134 mol) were added and the reaction mixture was stirred at room temperature for 30 min. The volatiles were removed, and the residue was washed by water and then with diethyl ether to obtain the product as light yellow solid (2.45 g). MS m/z=277.0 (M+1).

Workup

  1. additionwere added
  2. customThe volatiles were removed
  3. washthe residue was washed by water

Sources & evidence

ORD record
ord-1fbaf7d6834b49d784b278bcbe7495dd
Source dataset
uspto-grants-2010_10
Patent number
US07816371B2

Reaction notes

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