Dimethylformamide → HCID 178514770、化合物

HRID 237155ノート

反応式

HRID 237155 の反応式
[NH2:1][CH:2]1[C:25](=[O:26])[N:4]2[C:5]([C:22]([OH:24])=[O:23])=[C:6]([CH:9]([S:16][C:17]3[NH:21][N:20]=[N:19][N:18]=3)[CH2:10][CH2:11][S:12](=[O:15])(=[O:14])[NH2:13])[CH2:7][S:8][C@H:3]12.CN(C)C=O.[F:32][C:33]([F:42])([F:41])[CH2:34][S:35]([CH2:37][C:38](O)=[O:39])=[O:36]>C(N(CC)CC)C>[F:32][C:33]([F:42])([F:41])[CH2:34][S:35]([CH2:37][C:38]([NH:1][CH:2]1[C:25](=[O:26])[N:4]2[C:5]([C:22]([OH:24])=[O:23])=[C:6]([CH:9]([S:16][C:17]3[NH:18][N:19]=[N:20][N:21]=3)[CH2:10][CH2:11][S:12](=[O:14])(=[O:15])[NH2:13])[CH2:7][S:8][C@H:3]12)=[O:39])=[O:36]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 205740232-(2,2,2-Trifluoroethanesulfinyl)acetic acidHCID 178508099HCID 178508099、化合物

生成物 1

HCID 178514770HCID 178514770、化合物

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

A suspension of 4.17 g. (0.01 mol.) of 7-amino-3-[1-(2-sulfamoylethyl)tetrazol-5-ylthiomethyl]-3-cephem-4-carboxylic acid in 50 ml. of dry dimethylformamide is treated with 2 ml. of triethylamine and the mixture is stirred for 15 minutes at 25°. A slight excess of 0.01 mol. of the activated ester of 2,2,2-trifluoroethylsulfinylacetic acid is added to the mixture and it is stirred an additional hour. The reaction mixture is evaporated to dryness and water and ethyl acetate are added to the residue. The layers are separated, ethyl acetate is added to the aqueous phase and it is acidified to pH 2.5 by addition of 6 N hydrochloric acid. The mixture is filtered, the layers are separated and the aqueous phase is extracted with ethyl acetate. The extract is washed with water, dried (MgSO4) and evaporated to dryness to give the title compound.

後処理

  1. additionA suspension of 4.17 g
  2. customThe reaction mixture is evaporated to dryness and water and ethyl acetate
  3. additionare added to the residue
  4. customThe layers are separated
  5. additionethyl acetate is added to the aqueous phase and it
  6. additionis acidified to pH 2.5 by addition of 6 N hydrochloric acid
  7. filtrationThe mixture is filtered
  8. customthe layers are separated
  9. extractionthe aqueous phase is extracted with ethyl acetate
  10. washThe extract is washed with water
  11. dry with materialdried (MgSO4)
  12. customevaporated to dryness

出典と根拠

ORDレコード
ord-2f1c09c5c1f7439fa40b716676ef9bfd
出典データセット
uspto-grants-1979_06
特許番号
US04159373

反応ノート

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