Triethylamine hydrochloride → 5-(3-bromophenyl)-1H-1,2,3,4-tetrazole

HRID 349453노트

반응식

HRID 349453 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6].Cl.C(N(CC)CC)C.[N-:18]=[N+:19]=[N-:20].[Na+]>C1(C)C=CC=CC=1.O>[Br:1][C:2]1[CH:3]=[C:4]([C:5]2[N:18]=[N:19][NH:20][N:6]=2)[CH:7]=[CH:8][CH:9]=1

참가 물질

6

반응물 3

HCID 11130Triethylamine hydrochlorideHCID 233813-BromobenzonitrileHCID 33557Sodium Azide

생성물 1

HCID 40730565-(3-bromophenyl)-1H-1,2,3,4-tetrazole수율 94.3%

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

실험 절차

A mixture of 3-bromobenzonitrile (30.00 g, 164.8 mmol) in toluene (300 mL) was treated with triethylamine hydrochloride (68.05 g, 494.4 mmol) and sodium azide (32.14 g, 494.4 mmol) and the reaction mixture heated to reflux over night. Cooled to room temperature, diluted with water (300 mL), the layers were separated, and the aqueous portion acidified to pH 1 using concentrated HCl. The precipitated solid was collected by filtration, washed with water, and dried to give 34.96 g of product (94.3% yield).

후처리

  1. temperaturethe reaction mixture heated
  2. temperatureto reflux over night
  3. customthe layers were separated
  4. filtrationThe precipitated solid was collected by filtration
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-0c72c1f26486480381200c3164af2e29
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07179822B2

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