Guanidine → 2-Amino-4-methoxy-6-methyl-1,3,5-triazine

HRID 279933

Reaction equation

HRID 279933 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[CH:4][N:3]=1.N[C:9](N)=N.[CH3:12][O:13][C:14](=[NH:16])[NH2:15]>>[NH2:1][C:2]1[N:7]=[C:6]([O:13][CH3:12])[N:5]=[C:4]([CH3:9])[N:3]=1.[CH3:12][O:13][C:14](=[NH:15])[NH2:16]

Participants

5

Reactant 3

HCID 3520GuanidineHCID 200771,3,5-Triazin-2-amineHCID 75544O-Methylisourea

Product 2

HCID 154662-Amino-4-methoxy-6-methyl-1,3,5-triazineHCID 75544O-Methylisourea

Procedure

According to U.S. Pat. No. 3,754,547, 2-amino-s-triazine derivatives can be prepared by reaction of N-cyanimido-esters with guanidine, O-methylisourea or amides. This process is also unsuitable on an industrial scale, since the yields produced are only about one-half of the desired yield (a maximum yield of 45% results in the case of the important compound 2-amino-4-methoxy-6-methyl-s-triazine), and the free O-methylisourea base, which is relatively unstable, must be used as the starting substance in this process.

Workup

  1. customproduced
  2. customdesired yield (a maximum yield of 45%

Sources & evidence

ORD record
ord-0e24c445cce340e38a86658ee8b286ff
Source dataset
uspto-grants-1986_05
Patent number
US04587337

Linked notes

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