Dimethyl Sulfoxide → HCID 21823686, compound

HRID 1578488Notes

Reaction equation

HRID 1578488 reaction equation
[H-].[Na+].[CH3:3]S(C)=O.[NH2:7][C:8]1[CH:13]=[C:12](OC)[C:11](OC)=[CH:10][C:9]=1[C:18](=[O:23])[CH2:19][S:20]([CH3:22])=[O:21]>C1C=CC=CC=1>[NH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH3:3])=[CH:10][C:9]=1[C:18](=[O:23])[CH2:19][S:20]([CH3:22])=[O:21]

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 24758Sodium hydrideHCID 23464948HCID 23464948, compound

Product 1

HCID 21823686HCID 21823686, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

This compound was prepared by reacting a solution of 44 g of NaH (57%) in a mixture of 600 ml. of DMSO and 1200 ml. of benzene with 50 g of methyl 5-methyl anthranilate (J. Med. Chem. 11 500) in analogous fashion to 2'-amino-4',5'-dimethoxy-2-(methylsulfinyl)acetophenone. The material was recrystallized from ethyl acetate with the aid of charcoal, m.p. 145°-47°; yield 30 g (47%).

Workup

  1. customThis compound was prepared
  2. additionin a mixture of 600 ml
  3. customThe material was recrystallized from ethyl acetate with the aid of charcoal, m.p. 145°-47°

Sources & evidence

ORD record
ord-01e65bbde8184adead34cbcd86de369a
Source dataset
uspto-grants-1976_02
Patent number
US03937704

Reaction notes

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