Methylamine → HCID 13646862, compound

HRID 978221Notes

Reaction equation

HRID 978221 reaction equation
[CH3:1][CH:2]1[C:6](=[O:7])[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)=[C:4]([NH2:18])[S:3]1.[CH3:19]N>CO.O>[CH3:1][CH:2]1[C:6](=[O:7])[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:15])([F:17])[F:16])[CH:9]=2)=[C:4]([NH:18][CH3:19])[S:3]1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 13646855HCID 13646855, compound

Product 1

HCID 13646862HCID 13646862, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

In this example a mixture containing 5.46 g of 2-methyl-3-oxo-4-(3-trifluoromethylphenyl)-5-amino-2,3-dihydrothiophene; 6.2 g of methyl amine; 9.30 g of water in 20 ml of methanol was placed in a sealed pressure vessel (steel bomb) and heated for 18 hours at 105° C.; then 18 hours at 120° C.; and then 18 hours at 115° C. The mixture was diluted with water and extracted three times with dichloroethane. The extracts were combined and then washed with water, dried over magnesium sulfate and then evaporated affording the title compound as an impure oil residue which was then purified by chromatography over silica gel eluting with methanol:chloroform.

Workup

  1. custom18 hours
  2. customat 120° C.
  3. custom18 hours
  4. customat 115° C
  5. extractionextracted three times with dichloroethane
  6. washwashed with water
  7. dry with materialdried over magnesium sulfate
  8. customevaporated

Sources & evidence

ORD record
ord-8c86f4ef98b44d3485562c8548543a2e
Source dataset
uspto-grants-1987_05
Patent number
US04663466

Reaction notes

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