Diethyl Ether → HCID 178484253, compound

HRID 1721866Notes

Reaction equation

HRID 1721866 reaction equation
CO[CH:3](OC)[N:4]([CH3:6])[CH3:5].[NH2:9][C:10]1[N:15]=[C:14]([OH:16])[C:13]([S:17]([NH:20][C:21]([CH3:24])([CH3:23])[CH3:22])(=[O:19])=[O:18])=[CH:12][N:11]=1.CCOCC>CN(C=O)C>[CH3:6][N:4]([CH:3]=[N:9][C:10]1[N:15]=[C:14]([OH:16])[C:13]([S:17]([NH:20][C:21]([CH3:24])([CH3:23])[CH3:22])(=[O:18])=[O:19])=[CH:12][N:11]=1)[CH3:5]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 78373Dimethylformamide dimethyl acetalHCID 178449988HCID 178449988, compound

Product 1

HCID 178484253HCID 178484253, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Dimethylformamide dimethyl acetal (304 mL, 2.28M) was added to a suspension of 2-amino-4-hydroxy-N-(1,1-dimethylethyl)-5-pyrimidinesulfonamide (304 g, 1.23M) in DMF (3000 mL). Stirring was continued for 1/2 hour after precipitate formation and then the reaction slurry was concentrated in vacuo. Trituration of the resulting white solid with ether afforded the desired compound (362 g, yield 97%, m.p. 258°-261° C.). The compound was dried in vacuo at 40° C. for 16 hours.

Workup

  1. concentrationafter precipitate formation and then the reaction slurry was concentrated in vacuo

Sources & evidence

ORD record
ord-1e777805a15e41fb83e95579dd6a226d
Source dataset
uspto-grants-1989_08
Patent number
US04853389

Reaction notes

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