Hydrochloric Acid → HCID 86662768, compound

HRID 2359725Notes

Reaction equation

HRID 2359725 reaction equation
[F:1][CH:2]([F:25])[CH2:3][N:4]([S:14]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[I:24])(=[O:16])=[O:15])[C:5]1[N:6]=[CH:7][S:8][C:9]=1[C:10]([O:12]C)=O.[H-].[Na+].O.Cl>CN(C)C=O>[F:1][CH:2]([F:25])[CH2:3][N:4]1[C:5]2[N:6]=[CH:7][S:8][C:9]=2[C:10]([OH:12])=[C:17]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[I:24])[S:14]1(=[O:15])=[O:16]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 24758Sodium hydrideHCID 86662769HCID 86662769, compound

Product 1

HCID 86662768HCID 86662768, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

2.0 g (4 mmol) of methyl 4-{(2,2-difluoroethyl)[(2-iodobenzyl)sulfonyl]amino}-1,3-thiazole-5-carboxylate were dissolved in 25 ml of dimethylformamide and cooled to 0° C., and 143.3 mg (6 mmol) of sodium hydride were added. After addition, the mixture was warmed to RT and stirred for 12 h. Thereafter, the reaction mixture was poured onto 100 ml of water and brought to pH 4-5 with 2N HCl. The precipitate formed was filtered off and washed with water. This gave 1.7 g of compound I-a-14.

Workup

  1. additionAfter addition
  2. temperaturethe mixture was warmed to RT
  3. customThe precipitate formed
  4. filtrationwas filtered off
  5. washwashed with water

Sources & evidence

ORD record
ord-7af6395abdd142009045799342d7ba64
Source dataset
uspto-grants-2014_04
Patent number
US08686000B2

Reaction notes

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