Hydrochloric Acid → HCID 178507400, compound

HRID 639770Notes

Reaction equation

HRID 639770 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=2)=[CH:4][C:3]=1[C:18]#[N:19].[N-:20]=[N+:21]=[N-:22].[Na+].[Cl-].C([NH+](CC)CC)C.Cl>C1(C)C=CC=CC=1.O>[NH:20]1[C:18]([C:3]2[CH:4]=[C:5]([C:8]3[CH:9]=[CH:10][C:11]([C:14]([F:15])([F:16])[F:17])=[CH:12][CH:13]=3)[CH:6]=[CH:7][C:2]=2[NH2:1])=[N:19][N:22]=[N:21]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 33557Sodium AzideHCID 12698378Triethylazanium chlorideHCID 23434230HCID 23434230, compound

Product 1

HCID 178507400HCID 178507400, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Conditions

Temperature
61 °C

Procedure

4-Amino-4′-trifluoromethyl-biphenyl-3-carbonitrile (8.3 g) was dissolved in toluene (100 mL), to the solution was added sodium azide (3.1 g) and triethylammonium chloride (6.6 g). The reaction mixture was heated at 60-62° C. overnight, then cooled to room temperature and added water (40 mL), then hydrochloric acid (4 M, 13 mL) was added until pH=1. The product precipitated and was isolated by filtration, the precipitate was washed with cold water and dried on the filter by sucking air through the compound. Yield 10.2 g of white powder.

Workup

  1. temperaturecooled to room temperature
  2. customThe product precipitated
  3. customwas isolated by filtration
  4. washthe precipitate was washed with cold water
  5. customdried on the
  6. filtrationfilter

Sources & evidence

ORD record
ord-8ef7a56de91b47f3b38118462caa8e6f
Source dataset
uspto-grants-2010_04
Patent number
US07691891B2

Reaction notes

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