HCID 13337934, compound → HCID 13337941, compound

HRID 1284528Notes

Reaction equation

HRID 1284528 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:26])=[C:11]([N:14]4[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][C:22]([O:24]C)=[O:23])[CH2:16][CH2:15]4)[CH:12]=3)[C:7](=[O:27])[C:6]([C:28]([OH:30])=[O:29])=[CH:5]2)[CH2:3][CH2:2]1>C(O)(=O)C.O.S(=O)(=O)(O)O>[C:22]([CH2:21][CH2:20][N:17]1[CH2:18][CH2:19][N:14]([C:11]2[CH:12]=[C:13]3[C:8]([C:7](=[O:27])[C:6]([C:28]([OH:30])=[O:29])=[CH:5][N:4]3[CH:1]3[CH2:2][CH2:3]3)=[CH:9][C:10]=2[F:26])[CH2:15][CH2:16]1)([OH:24])=[O:23]

Participants

5

Reactant 1

HCID 13337934HCID 13337934, compound

Product 1

HCID 13337941HCID 13337941, compoundYield 82.1%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×HCID 1118Sulfuric AcidSolvent

Procedure

2.9 g of the compound from Example 9 are dissolved in a mixture of 14 ml of acetic acid and 9.5 ml of water, and 1.4 ml of concentrated sulphuric acid are added. The mixture is heated at 150° to 160° C. for 1.5 hours and poured into 90 ml of water. The precipitate is filtered off with suction, washed with water and methanol and dried. 2.3 g (72% of theory) of 7-[4-(2-carboxyethyl)-1-piperazinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid semisulphate semihydrate of decomposition point 258° to 261° C. are isolated.

Workup

  1. additionare added
  2. temperatureThe mixture is heated at 150° to 160° C. for 1.5 hours
  3. filtrationThe precipitate is filtered off with suction
  4. washwashed with water and methanol
  5. customdried

Sources & evidence

ORD record
ord-1c5c0f2d89dd451099b543b7367f310c
Source dataset
uspto-grants-1986_01
Patent number
US04563448

Reaction notes

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