Ammonia → HCID 131715872, compound
Reaction equation
Cl.[NH2:2][C:3]1[S:4][CH:5]=[C:6]([C:8](=[N:31][O:32][CH2:33][C:34](=[O:56])[NH:35][NH:36][C:37](=[O:55])[NH:38][C:39](=[O:54])[C:40]2[CH:45]=[CH:44][C:43]([O:46]C(=O)C)=[C:42]([O:50]C(=O)C)[CH:41]=2)[C:9]([NH:11][CH:12]2[C:29](=[O:30])[N:14]3[C:15]([C:26]([OH:28])=[O:27])=[C:16]([CH2:19][S:20][C:21]4[S:22][CH:23]=[N:24][N:25]=4)[CH2:17][S:18][C@H:13]23)=[O:10])[N:7]=1.N.C(OC1C=C(C=CC=1OC(=O)C)C([N:67]=C=O)=O)(=O)C.CCOCC>CO>[NH2:2][C:3]1[S:4][CH:5]=[C:6]([C:8](=[N:31][O:32][CH2:33][C:34](=[O:56])[NH:35][NH:36][C:37](=[O:55])[NH:38][C:39](=[O:54])[C:40]2[CH:45]=[CH:44][C:43]([OH:46])=[C:42]([OH:50])[CH:41]=2)[C:9]([NH:11][CH:12]2[C:29](=[O:30])[N:14]3[C:15]([C:26]([O-:28])=[O:27])=[C:16]([CH2:19][S:20][C:21]4[S:22][CH:23]=[N:24][N:25]=4)[CH2:17][S:18][C@H:13]23)=[O:10])[N:7]=1.[NH4+:67]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
In 10 ml of methanol was dissolved 0.41 g (0.47 mmole) of 7-{2-[2-amino-1,3-thiazol-4-yl]-2-[3-((3,4-diacetoxybenzoyl)carbamoyl)carbazoyl]methoxyiminoacetamido}-3-[(1,3,4-thiadiazol-2-yl)thiomethyl]-3-cephem-4-carboxylic acid hydrochloride obtained in Example 49, and 0.3 ml of 25% aqueous ammonia was added thereto and the mixture was stirred at room temperature for one hour. To the resulting solution was added 0.22 g (0.84 mmole) of 3,4-diacetoxybenzoylisocyanate and the mixture was stirred at room temperature for 8 hours. To the resulting mixture was added 20 ml of ether and resulting precipitates were collected by filtration, washed with ether and then dried to obtain 0.26 g of the title compound. (Yield: 70.3%)
Workup
- additionwas added
- stirringthe mixture was stirred at room temperature for 8 hours
- customresulting
- customprecipitates
- filtrationwere collected by filtration
- washwashed with ether
- customdried
Sources & evidence
- ORD record
- ord-92555f71ccf441c0b683edcbf26dc82e
- Source dataset
- uspto-grants-1989_02
- Patent number
- US04808711
Reaction notes
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