Water → HCID 86722239, compound

HRID 869390Notes

Reaction equation

HRID 869390 reaction equation
[C:1]([C:4]1[O:5][C:6]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([Cl:16])[C:7]=2[C:8]=1[NH2:9])(=[O:3])[CH3:2].[CH:17]([C:20]1[S:21][CH:22]=[C:23]([CH:25]=O)[N:24]=1)([CH3:19])[CH3:18].[OH-].[Na+].O>CO>[NH2:9][C:8]1[C:7]2[C:10]([Cl:16])=[C:11]([O:14][CH3:15])[CH:12]=[CH:13][C:6]=2[O:5][C:4]=1[C:1](=[O:3])[CH:2]=[CH:25][C:23]1[N:24]=[C:20]([CH:17]([CH3:19])[CH3:18])[S:21][CH:22]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 27631922-Isopropylthiazole-4-carbaldehydeHCID 86722235HCID 86722235, compound

Product 1

HCID 86722239HCID 86722239, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
45 °C

Procedure

A mixture of 7G (6.4 g, 26.7 mmol), 2-isopropyl-thiazole-4-carbaldehyde (4.8 g, 30.92 mmol, 1.16 eq) and NaOH (4.27 g, 106.8 mmol, 4 eq) in MeOH (200 mL) was stirred at 45° C. for 24 hours. TLC monitored the reaction. After the reaction completed, the reaction mixture was cooled to room temperature and poured into water (200 mL) The yellow precipitates were collected by filtration and dried to give product 10A (9.96 g, 98.9% yield).

Workup

  1. customthe reaction
  2. temperaturethe reaction mixture was cooled to room temperature
  3. customyellow precipitates
  4. filtrationwere collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-8ee97524d0b845ea82e203b6675dca9d
Source dataset
uspto-grants-2015_03
Patent number
US08969373B2

Reaction notes

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