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Ammonia → Elpetrigine

HRID 1383313
Notes
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Reaction equation

HRID 1383313 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-7fe8e37a4b354db9b35516945d8fe682
Source dataset
uspto-grants-2001_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06255307B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes