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Dimethylformamide → N-acetyl-2-(triphenylmethylthio)acetamide

HRID 1855764
ノート
印刷プレビュー

反応式

HRID 1855764 の反応式
[C:1]1([C:7]([SH:20])([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C)C=O.C(N(CC)CC)C.[C:33]([NH:36][C:37](=[O:40])[CH2:38]Cl)(=[O:35])[CH3:34]>O>[C:33]([NH:36][C:37](=[O:40])[CH2:38][S:20][C:7]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:35])[CH3:34]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 77281Benzenemethanethiol, alpha,alpha-diphenyl-HCID 2366697N-(2-chloroacetyl)acetamide

生成物 1

HCID 12837901N-acetyl-2-(triphenylmethylthio)acetamide

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a suspension of 100.4 g. (0.40 mole) of triphenylmethylmercaptan in 500 ml. of dry dimethylformamide was added 40.4 g. (0.40 mole) of dry triethylamine. The reaction mixture was cooled in ice and stirred as portions of 54.2 g. (0.40 mole) of the product of Step A above were added over 10 minutes. The reaction mixture was stirred an additional hour with ice cooling and then overnight at room temperature. Water was then added carefully to the reaction mixture until just before the cloud point, when the mixture was seeded and crystallization began. Yield of product was 98.5 g. with an m.p. of 147°-149° C.

後処理

  1. additionTo a suspension of 100.4 g
  2. temperatureThe reaction mixture was cooled in ice
  3. stirringThe reaction mixture was stirred an additional hour with ice cooling
  4. customovernight
  5. customat room temperature
  6. customcrystallization

出典と根拠

ORDレコード
ord-b0d4c296063341559b42c4233f814a52
出典データセット
uspto-grants-1980_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04216160

反応ノート

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