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

HRID 1857945Notes

Reaction equation

HRID 1857945 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-4744b0c4ae4148ddaa69a4faadaa51e3
Source dataset
uspto-grants-2000_11
Patent number
US06150362

Reaction notes

Loading…