Sodium Hydroxide → HCID 178465664, compound

HRID 1475248Notes

Reaction equation

HRID 1475248 reaction equation
[F:1][C:2]([F:20])([F:19])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]([C:15]([NH:17][NH2:18])=[O:16])[S:13][CH:14]=2)=[CH:6][CH:5]=1.Cl.[C:22](N)(=[NH:24])[CH3:23].[OH-].[Na+]>C1COCC1>[NH:24]=[C:22]([NH:18][NH:17][C:15]([C:12]1[S:13][CH:14]=[C:10]([C:7]2[CH:6]=[CH:5][C:4]([O:3][C:2]([F:1])([F:19])[F:20])=[CH:9][CH:8]=2)[N:11]=1)=[O:16])[CH3:23]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 67170Acetamidine monohydrochlorideHCID 86711938HCID 86711938, compound

Product 1

HCID 178465664HCID 178465664, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 4-(4-(trifluoromethoxy)phenyl)thiazole-2-carbohydrazide (10.0 g, 33.0 mmol) in THF (100 mL) were added acetamidine hydrochloride (62 g, 66 mmol) and sodium hydroxide (4 g, 99 mmol). The mixture was stirred at 100° C. for 16 h, and then concentrated under reduced pressure. The white solid residue was washed with H2O (30 mL), filtered and dried to afford the title compound as a white solid (10 g, 88%). MS (ES+) C13H11F3N4O2S requires: 344. found: 345 [M+H]+.

Workup

  1. concentrationconcentrated under reduced pressure
  2. washThe white solid residue was washed with H2O (30 mL)
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-9b03b0cb637f4474815cfcadcb9a3560
Source dataset
uspto-grants-2015_04
Patent number
US09018380B2

Reaction notes

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