N,N-Dimethylaniline → HCID 131711252、化合物

HRID 851587

反応式

HRID 851587 の反応式
Cl.[CH3:2][CH:3]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][C:13]([Cl:16])([Cl:15])[Cl:14])=[O:10])[N:6]2[C:17](=[O:20])[CH:18]([NH2:19])[C@H:5]2[S:4]1.C(N(CC)CC)C.CN(C)C1C=CC=CC=1.[C:37]1([CH2:43][C:44](Cl)=[S:45])[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>ClCCl>[CH3:2][CH:3]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][C:13]([Cl:16])([Cl:14])[Cl:15])=[O:10])[N:6]2[C:17](=[O:20])[CH:18]([NH:19][C:44](=[S:45])[CH2:43][C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)[C@H:5]2[S:4]1

参加物

6

反応物 4

HCID 949N,N-DimethylanilineHCID 8471TriethylamineHCID 128341352,2,2-Trichloroethyl 2-methyl-7-amino-3-cephem-4-carboxylate hydrochlorideHCID 19906501Benzylthiocarbonyl chloride

生成物 1

HCID 131711252HCID 131711252、化合物収率 90.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
-15 °C

実験手順

2,2,2-Trichloroethyl 2-methyl-7-amino-3-cephem-4-carboxylate hydrochloride (3.0 g) was suspended in dried dichloromethane (50 ml) and then dissolved by adding triethylamine (0.72 g) and dimethylaniline (1.9 g) under cooling at -15° C. To a mixture was dropwise added a solution of phenylthioacetyl chloride (2.2 g) in dried dichloromethane (10 ml) under stirring, and the mixture was stirred for 1.5 hours at the same temperature. After the reaction, the reaction mixture was in turn washed with 5% hydrochloric acid, water, 5% sodium bicarbonate aqueous solution and water and then dried. After the solvent was distilled off, ether was added to the residue, after which the precipitated crystals were collected by filtration and dried to give 2,2,2-trichloroethyl 2-methyl-7-(2-phenylthioacetamido)-3-cephem-4-carboxylate (3.4 g), mp 140° to 142° C.

後処理

  1. dissolutiondissolved
  2. stirringthe mixture was stirred for 1.5 hours at the same temperature
  3. customAfter the reaction
  4. washwashed with 5% hydrochloric acid, water, 5% sodium bicarbonate aqueous solution and water
  5. customdried
  6. distillationAfter the solvent was distilled off
  7. additionether was added to the residue
  8. filtrationafter which the precipitated crystals were collected by filtration
  9. customdried

出典と根拠

ORDレコード
ord-dcc77b214b0f4656adb3610d244174a5
出典データセット
uspto-grants-1983_05
特許番号
US04385176

関連ノート

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