Water → HCID 21558484, compound

HRID 1578688Notes

Reaction equation

HRID 1578688 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:3]=1.[C:16](#[N:18])C.[OH2:19]>>[Cl:8][C:6]1[N:7]=[C:2]([Cl:1])[N:3]=[C:4]([N:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:16]([NH2:18])=[O:19])[N:5]=1

Participants

4

Reactant 3

HCID 962WaterHCID 6342AcetonitrileHCID 167664,6-dichloro-N-phenyl-1,3,5-triazin-2-amine

Product 1

HCID 21558484HCID 21558484, compound

Procedure

A solution of 30 parts of dichlorosulphonylisocyanate in 100 parts of dry acetronitrile is slowly added dropwise to a suspension of 48.22 parts of 2,4-dichloro-6-phenylamino-s-triazine in 100 parts by volume of dry acetonitrile. The mixture is warmed gently and soon a clear, slightly yellowish solution forms. The reaction is brought to completion by subsequently stirring the solution for about 2 hours at 45°-50°C and then for 2 hours at room temperature. Then 320 parts by volume of water are added in such a manner that the temperature rises initially to 70°-75°C but is then immediately lowered. The precipitate which has formed is filtered off with suction, washed neutral with water and dried in vacuo to yield 52 parts of N-(2,4-dichloro-s-triazin-6-yl)-N-phenyl-urea which melts at 151°-154°C and is pure enough for most reactions. Recrystallisation from perchloroethylene yields a white, crystalline product which melts at 155°-157°C and has the following analytical values:

Workup

  1. temperatureThe mixture is warmed gently
  2. waitfor 2 hours at room temperature
  3. customrises initially to 70°-75°C
  4. customThe precipitate which has formed
  5. filtrationis filtered off with suction
  6. washwashed neutral with water
  7. customdried in vacuo

Sources & evidence

ORD record
ord-aeacdf33bd654300b5fb4c32dc71d170
Source dataset
uspto-grants-1976_02
Patent number
US03939158

Reaction notes

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