Ethanol → HCID 117839428, compound

HRID 1477668Notes

Reaction equation

HRID 1477668 reaction equation
[F:1][C:2]([F:17])([F:16])[C:3]1[S:7][C:6]([CH2:8][NH:9][C:10]([NH:12][C:13]([S-:15])=[NH:14])=O)=[CH:5][CH:4]=1.[CH:18](OCC)(OCC)OCC.[CH2:28]([OH:30])C>>[CH3:18][S:15][C:13]1[N:12]=[CH:10][N:9]([CH2:8][C:6]2[S:7][C:3]([C:2]([F:17])([F:16])[F:1])=[CH:4][CH:5]=2)[C:28](=[O:30])[N:14]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 31214Ethyl orthoformateHCID 178514170HCID 178514170, compound

Product 1

HCID 117839428HCID 117839428, compoundYield 61%

Procedure

N-[({[5-(trifluoromethyl)thiophen-2-yl]methyl}amino)carbonyl]-carbamimidothioate (2.68 g, 9.03 mmol) synthesized in Reference Synthesis Example 290, triethyl orthoformate (10 mL) was added and the resultant mixture was stirred at 150° C. for 1 hour. After completion of the reaction, the reaction solution was cooled to room temperature and ethanol (20 mL) was added, followed by cooling the resultant mixture to 0° C. The precipitated solid was collected by filtration and the solid was washed with ethanol to obtain the title compound (1.69 g, yield 61%).

Workup

  1. additionwas added
  2. customAfter completion of the reaction
  3. filtrationThe precipitated solid was collected by filtration
  4. washthe solid was washed with ethanol

Sources & evidence

ORD record
ord-e0106176c28a44e2a935c0fd0239c789
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

Loading…