Hydrochloric Acid → HCID 178481944, compound

HRID 1089040Notes

Reaction equation

HRID 1089040 reaction equation
[CH3:1][NH:2][C:3]([C:10]([F:13])([F:12])[F:11])=[CH:4][C:5](OCC)=[O:6].C[NH:15]N.Cl>O>[CH3:1][N:2]1[C:3]([C:10]([F:13])([F:12])[F:11])=[CH:4][C:5]([OH:6])=[N:15]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6061MethylhydrazineHCID 27588682-Butenoic acid, 4,4,4-trifluoro-3-(methylamino)-, ethyl ester

Product 1

HCID 178481944HCID 178481944, compoundYield 42.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 50 ml. flask equipped with mechanical stirrer and reflux condenser was charged with 19.7 g of ethyl 3-methylamino-4,4,4-trifluoro-2-butenoate and 4.8 g of methylhydrazine and heated to 50°-65° C. for 2.75 hr., then to 40°-45° C. for 2 hr., and then allowed to cool to room temperature and stand overnight. The clear reaction mixture was taken up in 15 ml. of water and conc. hydrochloric acid added dropwise to pH 6.0-6.5 which required 5.2 ml. of acid. The precipitated product was collected by filtration and dried to obtain 7.06 g (42.5%) of product m.p. 127°-128.5° C.

Workup

  1. customflask equipped with mechanical stirrer
  2. temperaturereflux condenser
  3. temperatureheated to 50°-65° C. for 2.75 hr
  4. waitstand overnight
  5. filtrationThe precipitated product was collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-d5adaaa05297444daaf31e3fd61804e0
Source dataset
uspto-grants-1990_10
Patent number
US04964895

Reaction notes

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