Ammonia → HCID 13367002, compound

HRID 1380033Notes

Reaction equation

HRID 1380033 reaction equation
Cl[C:2](Cl)(Cl)[C:3]1[NH:4][C:5]2[C:6]([N:11]=1)=[N:7][CH:8]=[CH:9][CH:10]=2.[NH3:14]>>[C:2]([C:3]1[NH:4][C:5]2[C:6]([N:11]=1)=[N:7][CH:8]=[CH:9][CH:10]=2)#[N:14]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 13367001HCID 13367001, compound

Product 1

HCID 13367002HCID 13367002, compound

Procedure

2-Trichloromethyl-imidazo[4,5-b]pyridine (21.5 g) is added, in small portions, to 34% strength ammonia (250 ml), which is stirred vigorously and kept at about 10° C. After the addition, the reaction mixture is stirred for about one hour, the temperature being allowed to rise to the ambient temperature (20° to 25° C.). The reaction mixture is filtered over silica supercel and the filtrate is acidified to pH=6 with hydrochloric acid (200 ml) of density 1.19, the temperature being kept below 10° C. 2-Cyanoimidazo[4,5-b]pyridine (8 g in total) of melting point of about 200° C. is obtained by filtering off the precipitate, extracting the mother liquors with ethyl acetate and concentrating the extract. Purity: about 80%.

Workup

  1. customkept at about 10° C
  2. additionAfter the addition
  3. stirringthe reaction mixture is stirred for about one hour
  4. customto rise to the ambient temperature (20° to 25° C.)
  5. filtrationThe reaction mixture is filtered over silica supercel
  6. custombeing kept below 10° C

Sources & evidence

ORD record
ord-58b66c464c924e8fa07cd1967aa64199
Source dataset
uspto-grants-1986_04
Patent number
US04579853

Reaction notes

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