Pyridine → HCID 86737685, compound

HRID 443560Notes

Reaction equation

HRID 443560 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.[Br:22][CH:23]([CH3:27])[C:24](Cl)=[O:25].C(Cl)[Cl:29]>>[Cl:29][C:21]1[N:16]=[C:17]([C:23]([Br:22])([CH3:27])[C:24]([NH:11][NH2:12])=[O:25])[CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 4

HCID 1049PyridineHCID 6344Dichloromethane2×HCID 979802-Bromopropanoyl chlorideHCID 131712162HCID 131712162, compound

Product 1

HCID 86737685HCID 86737685, compound

Procedure

A mixture of 2.1 g. of 2-chloro-6-hydrazinopyridine (prepared in Example 1), 1.25 g. of pyridine and 50 ml. of methylene chloride is cooled to 10° C. and is treated with 2.75 g. of 2-bromopropionyl chloride in 5 ml. of methylene chloride according to the procedure of Example 2. After a heavy precipitate forms the ice bath is removed and the reaction mixture is stirred at room temperature for 1/2 hour. The precipitate is collected and washed with methylene chloride to provide 2.6 g. of the product of the Example as a colorless solid m.p. 184° C.

Workup

  1. additionA mixture of 2.1 g
  2. additionis treated with 2.75 g
  3. customAfter a heavy precipitate forms the ice bath is removed
  4. customThe precipitate is collected
  5. washwashed with methylene chloride
  6. customto provide 2.6 g

Sources & evidence

ORD record
ord-c6ba4a1021be4a4b8948473fc61a6e5b
Source dataset
uspto-grants-1981_04
Patent number
US04260767

Reaction notes

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