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Hydrochloric Acid → 1,3,5-Tris-(p-(oct-1-yloxycarbonyl)-anilino)-s-triazine

HRID 4157
Notes
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Reaction equation

HRID 4157 reaction equation
[NH2:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:7])=[CH:4][CH:3]=1.[N:19]1[C:26](Cl)=[N:25][C:23](Cl)=[N:22][C:20]=1Cl.Cl>C1(C)C(C)=CC=CC=1>[CH2:9]([O:8][C:6]([C:5]1[CH:4]=[CH:3][C:2]([NH:1][N:19]2[CH2:26][N:25]([NH:1][C:2]3[CH:18]=[CH:17][C:5]([C:6]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:7])=[CH:4][CH:3]=3)[CH2:23][N:22]([NH:1][C:2]3[CH:3]=[CH:4][C:5]([C:6]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:7])=[CH:17][CH:18]=3)[CH2:20]2)=[CH:18][CH:17]=1)=[O:7])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7954Cyanuric chlorideHCID 26629Octyl p-aminobenzoate

Product 1

HCID 201527331,3,5-Tris-(p-(oct-1-yloxycarbonyl)-anilino)-s-triazine

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
90 °C

Procedure

75 g of octyl p-aminobenzoate and 18.5 g of cyanuric chloride in 1,000 ml of xylene were heated at 140° C. for 8 hours. After the evolution of hydrogen chloride was complete, the reaction solution was cooled to 90° C., washed twice with saturated sodium bicarbonate solution and once with water and then cooled to room temperature. The white crystals precipitated were filtered off under suction.

Workup

  1. washwashed twice with saturated sodium bicarbonate solution and once with water
  2. temperaturecooled to room temperature
  3. customThe white crystals precipitated
  4. filtrationwere filtered off under suction

Sources & evidence

ORD record
ord-848069fa4f1f477c85839d23e4203cc5
Source dataset
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04724137

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes