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

HRID 1595941Notes

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

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 EtherSolventHCID 8028TetrahydrofuranSolvent

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
Patent number
US06288228B1

Reaction notes

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