Triethylamine hydrochloride → HCID 178419370, compound

HRID 269540Notes

Reaction equation

HRID 269540 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]#[N:15])[CH:9]=1.[N-:16]=[N+:17]=[N-:18].[Na+].Cl.C(N(CC)CC)C>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]2[NH:18][N:17]=[N:16][N:15]=2)[CH:9]=1

Participants

5

Reactant 3

HCID 11130Triethylamine hydrochloride2×HCID 33557Sodium Azide2×HCID 13924952'-Bromo-biphenyl-3-carbonitrile

Product 1

HCID 178419370HCID 178419370, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 2′-bromo-biphenyl-3-carbonitrile (200 mg, 0.77 mmol), sodium azide (66 mg, 1.01 mmol) and triethylamine hydrochloride (139 mg, 1.01 mmol) in toluene (2 ml) was heated at 90° C. for 24 hours. A further portion of sodium azide (66 mg, 1.01 mmol) and triethylamine hydrochloride (139 mg, 1.01 mmol) was added and heated for a further 24 hours. After cooling, the mixture was extracted with water (3×2 ml). The combined extracts were acidified and the precipitate filtered off and dried. (163 mg, 70%).

Workup

  1. temperatureheated for a further 24 hours
  2. temperatureAfter cooling
  3. extractionthe mixture was extracted with water (3×2 ml)
  4. filtrationthe precipitate filtered off
  5. customdried

Sources & evidence

ORD record
ord-002596af87694c9893bc57f63b0a563d
Source dataset
uspto-grants-2008_11
Patent number
US07446222B2

Reaction notes

Loading…