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Ammonia → 4-Cyclopropyl-6-(trichloromethyl)-1,3,5-triazin-2-amine

HRID 745727
Notes
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Reaction equation

HRID 745727 reaction equation
[CH:1]1([C:4]2[N:9]=[C:8]([C:10]([Cl:13])([Cl:12])[Cl:11])[N:7]=[C:6](C(Cl)(Cl)Cl)[N:5]=2)[CH2:3][CH2:2]1.[NH3:18]>O1CCCC1.O>[NH2:18][C:6]1[N:5]=[C:4]([CH:1]2[CH2:2][CH2:3]2)[N:9]=[C:8]([C:10]([Cl:13])([Cl:12])[Cl:11])[N:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 222AmmoniaHCID 201996132-Cyclopropyl-4,6-bis-trichloromethyl-1,3,5-triazine

Product 1

HCID 201996154-Cyclopropyl-6-(trichloromethyl)-1,3,5-triazin-2-amine

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

71.2 g of 2-cyclopropyl-4,6-bis-trichloromethyl-1,3,5-triazine are dissolved in 70 ml of tetrahydrofuran, and at room temperature are added, with stirring, 300 ml of a concentrated aqueous ammonia solution. The reaction mixture is stirred for 30 minutes; it is then diluted with water, and the formed emulsion is extracted with ether. The ether phases are collected, dried, filtered and subsequently concentrated by evaporation. The residue crystallises and there remain 48 g of the crystalline title product, m.p. 111°-114° C.

Workup

  1. additionat room temperature are added
  2. stirringThe reaction mixture is stirred for 30 minutes
  3. extractionthe formed emulsion is extracted with ether
  4. customThe ether phases are collected
  5. customdried
  6. filtrationfiltered
  7. concentrationsubsequently concentrated by evaporation
  8. customThe residue crystallises

Sources & evidence

ORD record
ord-987410bd30604bcf9e2439a22ae8bbb6
Source dataset
uspto-grants-1986_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04600428

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes