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

HRID 4158
Notes
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Reaction equation

HRID 4158 reaction equation
[NH2:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:7])=[CH:4][CH:3]=1.[N:21]1[C:28](Cl)=[N:27][C:25](Cl)=[N:24][C:22]=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:21]2[CH2:28][N:27]([NH:1][C:2]3[CH:20]=[CH:19][C:5]([C:6]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:7])=[CH:4][CH:3]=3)[CH2:25][N:24]([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][CH2:16][CH2:17][CH3:18])=[O:7])=[CH:19][CH:20]=3)[CH2:22]2)=[CH:20][CH:19]=1)=[O:7])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7954Cyanuric chlorideHCID 4446056Decyl 4-aminobenzoate

Product 1

HCID 201527341,3,5-Tris-(p-(dec-1-yloxycarbonyl)-anilino)-s-triazine

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
90 °C

Procedure

83 g of decyl 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 and dried.

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
  5. customdried

Sources & evidence

ORD record
ord-d7ec7c5243894addb439002cd6f1f99a
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