Dichloromethane → HCID 23344804, 화합물

HRID 1579166노트

반응식

HRID 1579166 반응식
[C:1]([NH:5][NH:6][C:7]([C:12]#[N:13])([CH:9]1[CH2:11][CH2:10]1)[CH3:8])([CH3:4])([CH3:3])[CH3:2].C(Cl)Cl.BrBr>O>[C:1]([N:5]=[N:6][C:7]([C:12]#[N:13])([CH:9]1[CH2:10][CH2:11]1)[CH3:8])([CH3:2])([CH3:3])[CH3:4]

참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 24408Bromine2회HCID 23344788HCID 23344788, 화합물

생성물 1

HCID 23344804HCID 23344804, 화합물수율 81.9%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

To a mixture of 10.0g (.055 m.) of crude 1-t-butylhydrazo-1-cyano-1-cyclopropylethane, 100 ml methylene chloride, and 50 ml water, cooled to 0°C in an ice bath, was added 8.75 g (.055 m.) of bromine dropwise over 15 minutes holding the temperature at 0° to 5°C. After the bromine addition, the reaction was stirred 10 minutes, the methylene chloride layer separated, washed twice with saturated sodium bicarbonate solution, dried over anhydrous sodium sulfate, filtered and the methylene chloride evaporated off. The yield was 8.9g (90%) of a brown liquid. The liquid was chromatographed over an alumina column, eluting it with pentane, to give 8.1g of a light tan liquid which solidifies in the freezer. The infrared spectrum was consistent with the structure of the proposed compound. The product is a thermally sensitive free radical and gas generating compound. The compound has a 10 hour half-life in trichlorobenzene at 62°C.

후처리

  1. customat 0° to 5°C
  2. customthe methylene chloride layer separated
  3. washwashed twice with saturated sodium bicarbonate solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customthe methylene chloride evaporated off
  7. customThe liquid was chromatographed over an alumina column
  8. washeluting it with pentane

출처 및 근거

ORD 기록
ord-d1ac40effeb043f7bed4f722fc0c60fc
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03931143

반응 노트

불러오는 중…