Water → HCID 66605534, compound

HRID 2359724Notes

Reaction equation

HRID 2359724 reaction equation
[CH2:1]([N:4]([C:14](=[O:25])[CH2:15][C:16]1[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][C:17]=1[CH3:24])[C:5]1[N:6]=[CH:7][S:8][C:9]=1[C:10]([O:12]C)=O)[CH:2]=[CH2:3].[H-].[Na+].O>CN(C)C=O>[CH2:1]([N:4]1[C:14](=[O:25])[C:15]([C:16]2[C:17]([CH3:24])=[CH:18][C:19]([CH3:23])=[CH:20][C:21]=2[CH3:22])=[C:10]([OH:12])[C:9]2[S:8][CH:7]=[N:6][C:5]1=2)[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 962WaterHCID 24758Sodium hydrideHCID 66605083HCID 66605083, compound

Product 1

HCID 66605534HCID 66605534, compoundYield 91.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

1.8 g (5 mmol) of methyl 4-[allyl(mesitylacetyl)amino]-1,3-thiazole-5-carboxylate were initially charged in 5 ml of N,N-dimethylformamide and cooled to 0° C. 1.5 eq of sodium hydride (60%) were added and allowed to warm up gradually to room temperature (RT). After stirring at RT for one hour, 5 ml of water were added and the mixture was acidified to pH 1-2. The precipitate formed was filtered off with suction. 1.5 g of inventive compound I-a-2 were thus obtained.

Workup

  1. temperatureto warm up gradually to room temperature (RT)
  2. customThe precipitate formed
  3. filtrationwas filtered off with suction

Sources & evidence

ORD record
ord-47f8a0f4351144f482232bfad7b6b3cb
Source dataset
uspto-grants-2014_04
Patent number
US08686000B2

Reaction notes

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