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Ammonium Hydroxide → 4-[1,1'-Biphenyl]-4-yl-6-chloro-1,3,5-triazin-2-amine

HRID 1595941
Notes
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Reaction equation

HRID 1595941 reaction equation
[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][C:4]([C:7]2[N:12]=[C:11](Cl)[N:10]=[C:9]([Cl:14])[N:8]=2)=[CH:3][CH:2]=1.[OH-].[NH4+:22]>CCOCC.O1CCCC1.O>[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:2]=[CH:3][C:4]([C:7]2[N:8]=[C:9]([Cl:14])[N:10]=[C:11]([NH2:22])[N:12]=2)=[CH:5][CH:6]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 2

HCID 14923Ammonium HydroxideHCID 223522432-(4-Biphenylyl)-4,6-dichloro-1,3,5-triazine

Product 1

HCID 217054854-[1,1'-Biphenyl]-4-yl-6-chloro-1,3,5-triazin-2-amineYield 12%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent
HCID 8028
Tetrahydrofuran
Solvent

Conditions

Temperature
0 °C

Procedure

A mixture of 2-[1,1′-biphenyl]-4-yl-4,6-dichloro-1,3,5-triazine (Example 63A) (0.804 g, 2.67 mmol) in 40 mL ether and concentrated ammonium hydroxide (2 mL, 30 mmol) in tetrahydrofuran (30 mL) was stirred at 0° C. for 60 minutes and at ambient temperature for 20 minutes. The reaction was reduced in volume, diluted with water, and the precipitate was collected, rinsed with water and ether, and dried to provide the desired compound (0.090 g, 12%).

Workup

  1. customthe precipitate was collected
  2. washrinsed with water and ether
  3. customdried

Sources & evidence

ORD record
ord-3b5633d02a60418e897ed67d656c6b0b
Source dataset
uspto-grants-2001_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06288228B1

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes