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

HRID 354686
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HRID 354686 반응식
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]
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참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 80192-Methoxyethanol용매

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온도
110 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d1d8f70134a4463488559c621bd5eb55
출처 데이터셋
uspto-grants-1983_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04376777

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