Acetyl chloride → HCID 59515706, compound

HRID 1037774Notes

Reaction equation

HRID 1037774 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]>ClCCl.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 dichloromethane (20 mL) and 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, the residue was washed with water and then with diethyl ether to obtain a light yellow solid (2.45 g). MS m/z=276.5 (M+H).

Workup

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

Sources & evidence

ORD record
ord-e375f834f3ad4124a2d3cab748c18dcc
Source dataset
uspto-grants-2013_10
Patent number
US08546579B2

Reaction notes

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