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Water → HCID 10331861, compound

HRID 373311
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Reaction equation

HRID 373311 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][C:5]([C:10]2[CH:15]=[CH:14][N+:13]([O-:16])=[CH:12][CH:11]=2)=[CH:4][N:3]=1.O.[CH3:18][N:19](C)[CH:20]=O>>[C:8]([C:7]1[C:2]([N:19]([CH3:20])[CH3:18])=[N:3][CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][N+:13]([O-:16])=[CH:12][CH:11]=2)[CH:6]=1)#[N:9]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 962WaterHCID 6228DimethylformamideHCID 10243008HCID 10243008, compound

Product 1

HCID 10331861HCID 10331861, compound

Procedure

2-Chloro-3-cyano-5,4'-bipyridine-1'-oxide and 3 g N,N-dimethylammonium-N,N-dimethyl carbamate is heated in 50 ml dimethylformamide for 2 hours on the boiling water bath and then allowed to cool. The crystalline precipitate, formed on standing overnight in the refrigerator, is filtered off with suction, crystallized from dimethylformamide and dried at 110° C. Yield: 2.9 g (93.2% of the theoretical yield), with a melting point of 282° C.-284° C.

Workup

  1. temperatureto cool
  2. custom
The crystalline precipitate, formed
  • filtrationis filtered off with suction
  • customcrystallized from dimethylformamide
  • customdried at 110° C
  • customYield: 2.9 g (93.2% of the theoretical yield), with a melting point of 282° C.-284° C.
  • Sources & evidence

    ORD record
    ord-964512da74394de799e3e3d4b2f27f1c
    Source dataset
    uspto-grants-1992_11
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05162533

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes