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Ammonia → Elpetrigine

HRID 1358972
Notes
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Reaction equation

HRID 1358972 reaction equation
[NH2:1][C:2]1[C:7]([C:8]2[CH:13]=[C:12]([Cl:14])[CH:11]=[C:10]([Cl:15])[C:9]=2[Cl:16])=[N:6][CH:5]=[C:4]([NH:17]C(=O)C)[N:3]=1.N>Cl.O>[NH2:1][C:2]1[C:7]([C:8]2[CH:13]=[C:12]([Cl:14])[CH:11]=[C:10]([Cl:15])[C:9]=2[Cl:16])=[N:6][CH:5]=[C:4]([NH2:17])[N:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 222AmmoniaHCID 18180219HCID 18180219, compound

Product 1

HCID 9926001Elpetrigine

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A suspension of 2-amino-6-acetamido-3-(2,3,5-trichlorophenyl)pyrazine (2.97 g, 8.96×10−3 mole) in 12M hydrochloric acid (1.31 ml) and water (4.04 ml) was fluxed for 1.75 hrs. The cooled mixture was then basified with 0.880 aqueous ammonia (5 ml) and extracted with chloroform (3×50 ml). The combined chloroform extracts were dried over anhydrous magnesium sulphate, filtered and the filtrate evaporated down in vacuo at 80° C. Yield 2.29 g (88%), M.p. 178-180° C.

Workup

  1. extractionextracted with chloroform (3×50 ml)
  2. dry with materialThe combined chloroform extracts were dried over anhydrous magnesium sulphate
  3. filtrationfiltered
  4. customthe filtrate evaporated down in vacuo at 80° C

Sources & evidence

ORD record
ord-e678911a49074da88ea60cab12336675
Source dataset
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06599905B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes