Dichloromethane → HCID 23344804、化合物

HRID 1579166ノート

反応式

HRID 1579166 の反応式
[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]

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 24408Bromine2 回HCID 23344788HCID 23344788、化合物

生成物 1

HCID 23344804HCID 23344804、化合物収率 81.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d1ac40effeb043f7bed4f722fc0c60fc
出典データセット
uspto-grants-1976_01
特許番号
US03931143

反応ノート

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