Hydrochloric Acid → HCID 13345661, compound
Reaction equation
CC(O[CH2:5][C:6]1[CH2:15][S:14][C@@H:9]2[C@H:10]([NH2:13])[C:11](=[O:12])[N:8]2[C:7]=1[C:16]([OH:18])=[O:17])=O.C(=O)(O)[O-].[Na+].[SH:24][C:25]1[CH:26]=[CH:27][C:28]2[N:29]([N:31]=[N:32][N:33]=2)[N:30]=1.Cl>O.CC(C)=O>[NH2:13][CH:10]1[C:11](=[O:12])[N:8]2[C:7]([C:16]([OH:18])=[O:17])=[C:6]([CH2:5][S:24][C:25]3[CH:26]=[CH:27][C:28]4[N:29]([N:31]=[N:32][N:33]=4)[N:30]=3)[CH2:15][S:14][C@H:9]12Participants
Conditions
- Temperature
- 50 °C
Procedure
2.72 g of 7-aminocephalosporanic acid was suspended in 16 ml of water and 8 ml of acetone, and a suspension of 2.1 g of sodium bicarbonate in 16 ml of water was dropwise added thereto over a period of 7 minutes time. The inside temperature of a reactor was then increased to 50° C., and a suspension of 2.3 g of 6-mercaptotetrazolo[4,5-b]pyridazine in 35 ml of acetone was added dropwise thereto over a period of time of 10 minutes. The resulting mixture was refluxed for 6 hours at a stable inside temperature of reactor of 61° C. followed by allowing the refluxed mixture to stand. The pH of the solution was 8 and thereafter, the mixture was adjusted to a pH of 3.6 with 6 N hydrochloric acid under ice cooling, in which the pH was measured by means of a pH meter and then stirred for 1 hour. The precipitated crystals were filtered and dried over phosphorus pentoxide under reduced pressure to obtain 2.39 g of the titled compound having a melting point (decomposition) of 202° to 205° C.
Workup
- additionwas dropwise added
- additionwas added dropwise
- waitover a period of time of 10 minutes
- temperatureThe resulting mixture was refluxed for 6 hours at a stable inside temperature of reactor of 61° C.
- filtrationThe precipitated crystals were filtered
- dry with materialdried over phosphorus pentoxide under reduced pressure
Sources & evidence
- ORD record
- ord-15e90e0af9cd421a8fb51ddfbdb6da48
- Source dataset
- uspto-grants-1981_11
- Patent number
- US04302454
Reaction notes
Loading…