Carbon Disulfide → 1,2-Bis(4-diethylamino-2-methylphenyl)ethane-1,2-dione

HRID 373732

反応式

HRID 373732 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].C(=S)=S.[CH2:8]([N:10]([CH2:18][CH3:19])[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[CH:12]=1)[CH3:9].[C:20](Cl)(=[O:24])[C:21](Cl)=[O:22]>C(Cl)(Cl)Cl.O>[CH2:18]([N:10]([CH2:8][CH3:9])[C:11]1[CH:16]=[CH:15][C:14]([C:20](=[O:24])[C:21]([C:14]2[CH:15]=[CH:16][C:11]([N:10]([CH2:18][CH3:19])[CH2:8][CH3:9])=[CH:12][C:13]=2[CH3:17])=[O:22])=[C:13]([CH3:17])[CH:12]=1)[CH3:19]

参加物

7

反応物 4

HCID 6348Carbon DisulfideHCID 65578Oxalyl chlorideHCID 66679N,N-diethyl-m-toluidineHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 137821031,2-Bis(4-diethylamino-2-methylphenyl)ethane-1,2-dione収率 23.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6212Chloroform溶媒2 回

実験手順

To 8.3 g of anhydrous aluminum chloride, 30 ml of carbon disulfide was added, followed by dropwise addition of 16.3 g of N,N-diethyl-m-toluidine under ice-cooling. Then, 5 g of oxalyl chloride was added dropwise thereto at 5° C. or lower, and reacted for 1 hour with stirring. After the reaction, 50 ml of water and 100 ml of chloroform were added to the reaction solution. The chloroform layer obtained by separation was washed with 2N hydrochloric acid, dried and concentrated. The residue was recrystallized from ethyl acetate to yield 3.5 g of yellow 1,2-bis(4-diethylamino-2-methylphenyl)ethane-1,2-dione.

後処理

  1. temperaturecooling
  2. customat 5° C. or lower, and reacted for 1 hour
  3. additionwere added to the reaction solution
  4. washwas washed with 2N hydrochloric acid
  5. customdried
  6. concentrationconcentrated
  7. customThe residue was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-f940ba0a035943f89c458d4521051fe5
出典データセット
uspto-grants-1992_11
特許番号
US05164512

関連ノート

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