Cyanamide → N-Cyano-N'-[4-(pyridin-2-yl)phenyl]methanimidamide

HRID 255901Notes

Reaction equation

HRID 255901 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1.[N:14]#[C:15][NH2:16].[CH:17](OCC)(OCC)OCC>>[C:15]([NH:16][CH:17]=[N:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)=[CH:6][CH:7]=1)#[N:14]

Participants

4

Reactant 3

HCID 9864CyanamideHCID 31214Ethyl orthoformateHCID 4595184-(Pyridin-2-yl)aniline

Product 1

HCID 20165114N-Cyano-N'-[4-(pyridin-2-yl)phenyl]methanimidamideYield 61.8%

Conditions

Temperature
150 °C

Procedure

A mixture of 2-(4-amino-phenyl)-pyridine (3.1 g), cyanamide (0.8 g) and triethyl orthoformate (3.6 g) was heated at 150° C. for a few minutes. The product which crystallized out was filtered off, washed with ethanol and dried to give 2.5 g of the title compound; M.p. 150°-151° C.

Workup

  1. customThe product which crystallized out
  2. filtrationwas filtered off
  3. washwashed with ethanol
  4. customdried

Sources & evidence

ORD record
ord-daec58fd56fb47368a463e11b5e2649c
Source dataset
uspto-grants-1987_10
Patent number
US04699915

Reaction notes

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