Hydrochloric Acid → 3-Amino-5,6-bis(trifluoromethyl)pyrazine-2-carbohydrazide

HRID 574241Notes

Reaction equation

HRID 574241 reaction equation
[NH2:1][C:2]1[C:3]([C:16](OCC)=[O:17])=[N:4][C:5]([C:12]([F:15])([F:14])[F:13])=[C:6]([C:8]([F:11])([F:10])[F:9])[N:7]=1.O.[NH2:22][NH2:23].Cl>CO.O>[NH2:1][C:2]1[C:3]([C:16]([NH:22][NH2:23])=[O:17])=[N:4][C:5]([C:12]([F:14])([F:15])[F:13])=[C:6]([C:8]([F:11])([F:10])[F:9])[N:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 86657667Ethyl 3-amino-5,6-bis(trifluoromethyl)pyrazine-2-carboxylate

Product 1

HCID 867296083-Amino-5,6-bis(trifluoromethyl)pyrazine-2-carbohydrazide

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A suspension of ethyl 3-amino-5,6-bis(trifluoromethyl)pyrazine-2-carboxylate (Int. G1)(455 mg, 1.501 mmol) in MeOH (10 ml) was treated with hydrazine monohydrate (0.147 ml, 3.00 mmol) and stirred at RT overnight. The reaction mixture was diluted with water (50 ml) and the pH was adjusted to pH4-5 using 1M HCl. A yellow precipitate formed which was filtered under vacuum, washed with water and air dried to afford the title compound which was used without further purification;

Workup

  1. customA yellow precipitate formed which
  2. filtrationwas filtered under vacuum
  3. washwashed with water and air
  4. customdried

Sources & evidence

ORD record
ord-4b9721b5aba7433ebc7a754459f50caa
Source dataset
uspto-grants-2015_05
Patent number
US09034879B2

Reaction notes

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