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Sodium Acetate → 5-[(3,4-Diethoxyphenyl)methyl]-2-imino-1,3-thiazolidin-4-one

HRID 354686
ノート
印刷プレビュー

反応式

HRID 354686 の反応式
Cl[CH:2]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH3:17])=[C:11]([O:18][CH2:19][CH3:20])[CH:10]=1)[C:3](OCC)=[O:4].[NH2:21][C:22]([NH2:24])=[S:23].C([O-])(=O)C.[Na+]>COCCO>[CH2:19]([O:18][C:11]1[CH:10]=[C:9]([CH:14]=[CH:13][C:12]=1[O:15][CH2:16][CH3:17])[CH2:8][CH:2]1[S:23][C:22](=[NH:21])[NH:24][C:3]1=[O:4])[CH3:20]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 517045Sodium AcetateHCID 2723790ThioureaHCID 13103729Ethyl 2-chloro-3-(3,4-diethoxyphenyl)propionate

生成物 1

HCID 1403385215-[(3,4-Diethoxyphenyl)methyl]-2-imino-1,3-thiazolidin-4-one収率 65.5%

試薬・触媒・溶媒 1

HCID 80192-Methoxyethanol溶媒

反応条件

温度
110 °C

実験手順

In 120 ml of ethylene glycol monomethyl ether is dissolved 11.7 g of ethyl 2-chloro-3-(3,4-diethoxyphenyl)propionate, followed by addition of 4.4 g of thiourea and 3.8 g of sodium acetate. The mixture is stirred at 110° C. for 15 hours. The solvent is distilled off under reduced pressure, water is added to the residue and extraction is carried out with ethyl acetate. The extract is washed with water, dried (over MgSO4) and distilled to remove the ethyl acetate. The above procedure provides 7.5 g (65.2%) of 5-(3,4-diethoxybenzyl)-2-iminothiazolidin-4-one as crystals melting at 171°-172° C.

後処理

  1. distillationThe solvent is distilled off under reduced pressure, water
  2. additionis added to the residue and extraction
  3. washThe extract is washed with water
  4. dry with materialdried (over MgSO4)
  5. distillationdistilled
  6. customto remove the ethyl acetate

出典と根拠

ORDレコード
ord-d1d8f70134a4463488559c621bd5eb55
出典データセット
uspto-grants-1983_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04376777

反応ノート

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