(3,4-Dimethoxyphenyl)acetyl chloride → HCID 21541254, compound

HRID 1075822Notes

Reaction equation

HRID 1075822 reaction equation
[C:1](Cl)(=[O:13])[CH2:2][C:3]1[CH:12]=[CH:11][C:8]([O:9][CH3:10])=[C:5]([O:6][CH3:7])[CH:4]=1.S(O)(O)(=O)=O.COC1C(OC)=CC2C(=C[C:26](=[O:35])[N:27](C)[CH:28]=2)C=1>>[CH:26]([N:27]([CH3:28])[C:1](=[O:13])[CH2:2][C:3]1[CH:12]=[CH:11][C:8]([O:9][CH3:10])=[C:5]([O:6][CH3:7])[CH:4]=1)=[O:35]

Participants

3

Reactant 2

HCID 3604458(3,4-Dimethoxyphenyl)acetyl chlorideHCID 21541249HCID 21541249, compound

Product 1

HCID 21541254HCID 21541254, compound

Procedure

Taking into account that the homoveratric acid chloride is obtained with a yield of 83%, the overall yield of 6,7-dimethoxy-N-methyl-2H-3-isoquinolone sulfate, in 3 steps, is 32%, which constitutes a considerable improvement as compared to the process of N. J. Mc Corkindale and A. W. Mc Culloch (4 steps and an overall yield of 13.3%).

Workup

  1. customis obtained with a yield of 83%

Sources & evidence

ORD record
ord-4e3008d8ba564059ae49c0307b86414a
Source dataset
uspto-grants-1976_05
Patent number
US03954771

Reaction notes

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