Chloral → 1-[[4-amino-6-[(2,2,2-trichloro-1-hydroxyethyl)amino]-1,3,5-triazin-2-yl]amino]-2,2,2-trichloroethanol

HRID 2049469Notes

Reaction equation

HRID 2049469 reaction equation
[N:1]1[C:8]([NH2:9])=[N:7][C:5]([NH2:6])=[N:4][C:2]=1[NH2:3].[O:10]=[CH:11][C:12]([Cl:15])([Cl:14])[Cl:13]>O>[OH:10][CH:11]([NH:3][C:2]1[N:4]=[C:5]([NH:6][CH:11]([OH:10])[C:12]([Cl:15])([Cl:14])[Cl:13])[N:7]=[C:8]([NH2:9])[N:1]=1)[C:12]([Cl:15])([Cl:14])[Cl:13]

Participants

4

Reactant 2

HCID 6407ChloralHCID 7955Melamine

Product 1

HCID 177491-[[4-amino-6-[(2,2,2-trichloro-1-hydroxyethyl)amino]-1,3,5-triazin-2-yl]amino]-2,2,2-trichloroethanolYield 81%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

This compound has previously been prepared by Bump and Atkinson [J. Am Chem. Soc., 72, 629 (1950)]. Melamine (44.2 g, 0.3 mole) was added all at once to a stirred solution of chloral (221.2 g, 1.5 mole) dissolved in 375 ml. of water at 70°-80° C. The reaction mixture was stirred for 3 hours and the white precipitated product was filtered to give an 81% yield after drying. The product had a melting point >200° C. and decomposed on further heating.

Workup

  1. customThis compound has previously been prepared by Bump and Atkinson [J. Am Chem. Soc., 72, 629 (1950)]
  2. dissolutiondissolved in 375 ml
  3. customat 70°-80° C
  4. filtrationthe white precipitated product was filtered
  5. customto give an 81% yield
  6. customafter drying

Sources & evidence

ORD record
ord-7ceac82c192c464f82719975ad3cada4
Source dataset
uspto-grants-1980_04
Patent number
US04197373

Reaction notes

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