Hydrochloric Acid → HCID 14456840, compound
Reaction equation
Cl.C([O:6][C:7]([NH:9][CH2:10][CH2:11][S:12][C:13]1[CH:14]=[CH:15][C:16]2[N:17]([CH:19]=[CH:20][N:21]=2)[N:18]=1)=O)(C)(C)C.[O-]C#[N:24].[K+].C(=O)([O-])O.[Na+]>O.C(O)(=O)C>[C:7]([NH:9][CH2:10][CH2:11][S:12][C:13]1[CH:14]=[CH:15][C:16]2[N:17]([CH:19]=[CH:20][N:21]=2)[N:18]=1)(=[O:6])[NH2:24]Participants
Procedure
To 20 ml of 3 N-hydrochloric acid is added 2.94 g of 6-(2-tert-butoxycarbonylaminoethylthio)imidazo[1,2-b]pyridazine and the mixture is stirred at room temperature for 1.5 hours. Then, a solution of 4.06 g of potassium cyanate in 40 ml of water is added dropwise over 15 minutes with stirring at 35° C. and the mixture is further stirred at the same temperature for 1 hour and at 60° C. for 1 hour. To the reaction mixture are added 2.5 ml of acetic acid and 2.43 g of potassium cyanate and the mixture is stirred at 60° C. for 1 hour. Then, 20 ml of a saturated aqueous solution of sodium hydrogen carbonate and 20 ml of water are added and the mixture is cooled. The resulting crystals are collected by filtration, rinsed and dried to give 2.08 g of 6-(2-carbamoylaminoethylthio)imidazo[1,2-b]pyridazine as colorless crystals melting at 216° to 217° C.
Workup
- stirringwith stirring at 35° C.
- stirringthe mixture is further stirred at the same temperature for 1 hour and at 60° C. for 1 hour
- stirringthe mixture is stirred at 60° C. for 1 hour
- temperaturethe mixture is cooled
- filtrationThe resulting crystals are collected by filtration
- washrinsed
- customdried
Sources & evidence
- ORD record
- ord-22429a8aa05745aba46ab3fe8dbd9063
- Source dataset
- uspto-grants-1990_05
- Patent number
- US04921851
Reaction notes
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