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Chloroacetaldehyde → HCID 90427811, compound

HRID 2167678
Notes
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Reaction equation

HRID 2167678 reaction equation
[NH2:1][C:2]1[N:9]=[C:8]([CH3:10])[CH:7]=[C:6]([CH3:11])[C:3]=1[C:4]#[N:5].Cl[CH2:13][CH:14]=O>O>[CH3:10][C:8]1[N:9]2[CH:13]=[CH:14][N:1]=[C:2]2[C:3]([C:4]#[N:5])=[C:6]([CH3:11])[CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 33ChloroacetaldehydeHCID 2304712-Amino-4,6-dimethyl-3-pyridinecarbonitrile

Product 1

HCID 90427811HCID 90427811, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred solution of compound 2-amino-4,6-dimethylnicotinonitrile (1 equiv.) in water was added chloroacetaldehyde (55% aq. solution) (1.2 equiv.) and reaction was heated at 80 oC for 16 h. On completion, it was quenched by 1N NaOH till pH 8. Solid precipitated was filtered and vacuum dried to afford the title compound (75% yield).

Workup

  1. temperaturewas heated at 80 oC for 16 h
  2. customOn completion, it was quenched by 1N NaOH till pH 8
  3. customSolid precipitated
  4. filtrationwas filtered
  5. customvacuum dried

Sources & evidence

ORD record
ord-44a3673fc57c4ef3b2740055c7d326b1
Source dataset
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09045477B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes