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Benzoyl isothiocyanate → HCID 9886701、化合物

HRID 2257084
ノート
印刷プレビュー

反応式

HRID 2257084 の反応式
[Na+].[C:2]([C:5]1[C:14](=[O:15])[C:13]2[C:8](=[CH:9][C:10]([N:17]3[CH2:22][CH2:21][N:20](N=CSCC4CSC5N(C(=O)C5NC(=O)CC5SC=CC=5)C=4C([O-])=O)[CH2:19][CH2:18]3)=[C:11]([F:16])[CH:12]=2)[N:7]([CH:48]2[CH2:50][CH2:49]2)[CH:6]=1)([OH:4])=[O:3].C([N:59]=[C:60]=[S:61])(=O)C1C=CC=CC=1.C1C2C(=O)C(C(O)=O)=CN(C3CC3)C=2C=C(N2CCNCC2)C=1F.[Na]>C1COCC1>[NH2:59][C:60](=[S:61])[N:20]1[CH2:19][CH2:18][N:17]([C:10]2[CH:9]=[C:8]3[C:13]([C:14](=[O:15])[C:5]([C:2]([OH:4])=[O:3])=[CH:6][N:7]3[CH:48]3[CH2:49][CH2:50]3)=[CH:12][C:11]=2[F:16])[CH2:22][CH2:21]1
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 68284Benzoyl isothiocyanateHCID 6723330993107-09-6HCID 131720110HCID 131720110、化合物

生成物 1

HCID 9886701HCID 9886701、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
41 fahrenheit

実験手順

R-[6a,7b]]-3-[[[(3-Carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-4-piperazinyl]iminomethyl]thio methyl]-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo [4.2.0]oct-2-ene-2-carboxylic acid sodium salt, of the following formula ##STR332## according to this invention, is made as follows. A solution of benzoyl isothiocyanate (0.92 g) in THF (20 ml) is added to a mixture of ciprofloxacin sodium salt (2.0 g) in THF (300 ml), and the reaction is stirred for 20 hours. The reaction is concentrated to dryness and the residue is triturated with acetone. The resultant benzoylurea is added to a preheated at approximately 80° C. (176° F.) solution of 5% aqueous NaOH and the reaction is stirred for 30 minutes. The mixture is cooled to approximately 5° C. (41° F.) and acidified with 1N HCl. The solid is collected by filtration and recrystallized from DMF to yield 7-[4-(aminothioxomethyl)-1-piperazinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid.

後処理

  1. concentrationThe reaction is concentrated to dryness
  2. customthe residue is triturated with acetone
  3. additionThe resultant benzoylurea is added to
  4. customa preheated at approximately 80° C.
  5. custom(176° F.) solution of 5% aqueous NaOH
  6. stirringthe reaction is stirred for 30 minutes
  7. filtrationThe solid is collected by filtration
  8. customrecrystallized from DMF

出典と根拠

ORDレコード
ord-4da9b4197bbd418db36d85a3ccb92ee0
出典データセット
uspto-grants-1997_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05656623

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート