Pyridine → HCID 86737680, compound

HRID 443557Notes

Reaction equation

HRID 443557 reaction equation
ClC1N=C(CC([N:11](F)[N:12](F)F)=O)C=CC=1.[N:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[Cl:22][CH:23]([Cl:27])[C:24](Cl)=[O:25].C(Cl)[Cl:29]>>[Cl:29][C:21]1[N:16]=[C:17]([C:23]([Cl:27])([Cl:22])[C:24]([NH:11][NH2:12])=[O:25])[CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 4

HCID 1049PyridineHCID 6344Dichloromethane2×HCID 6593Dichloroacetyl chlorideHCID 131712162HCID 131712162, compound

Product 1

HCID 86737680HCID 86737680, compound

Procedure

A mixture of 3.0 g. of 2-chloro-6-hydrazinopyridine (prepared in Example 1), 1.8 g. of pyridine and 50 ml. of methylene chloride is cooled to 0° C. in a ice bath, then a solution of 3.23 g. of dichloroacetyl chloride in 10 ml. of methylene chloride is added dropwise with stirring. The reaction mixture is stirred for 2 hours, then the fine precipitate is collected and rinsed with ice-cold methylene chloride and dried to provide 4.0 g. of the product of the Example m.p. 198°-200° C.

Workup

  1. additionA mixture of 3.0 g
  2. stirringThe reaction mixture is stirred for 2 hours
  3. customthe fine precipitate is collected
  4. washrinsed with ice-cold methylene chloride
  5. customdried
  6. customto provide 4.0 g

Sources & evidence

ORD record
ord-62f70631a383451b9fc9a6f2b9992204
Source dataset
uspto-grants-1981_04
Patent number
US04260767

Reaction notes

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