Hydrochloric Acid → HCID 131712411, compound

HRID 648420Notes

Reaction equation

HRID 648420 reaction equation
Cl.[CH2:2]([O:5][N:6]=[C:7]([C:35]1[N:36]=[C:37]([NH:40]C=O)[S:38][CH:39]=1)[C:8]([NH:10][CH:11]1[C:33](=[O:34])[N:13]2[C:14]([C:30]([OH:32])=[O:31])=[C:15]([CH2:18][S:19][C:20]3[N:24]([CH2:25][CH2:26][C:27]([OH:29])=[O:28])[N:23]=[N:22][N:21]=3)[CH2:16][S:17][C@H:12]12)=[O:9])[CH:3]=[CH2:4]>CO>[CH2:2]([O:5][N:6]=[C:7]([C:35]1[N:36]=[C:37]([NH2:40])[S:38][CH:39]=1)[C:8]([NH:10][CH:11]1[C:33](=[O:34])[N:13]2[C:14]([C:30]([OH:32])=[O:31])=[C:15]([CH2:18][S:19][C:20]3[N:24]([CH2:25][CH2:26][C:27]([OH:29])=[O:28])[N:23]=[N:22][N:21]=3)[CH2:16][S:17][C@H:12]12)=[O:9])[CH:3]=[CH2:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131712412HCID 131712412, compound

Product 1

HCID 131712411HCID 131712411, compoundYield 18.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Conc. hydrochloric acid (572 mg) was added to a solution of 7-[2-allyloxyimino-2-(2-formamidothiazol-4-yl)acetamido]-3-[1-(2-carboxyethyl)-1H-tetrazol-5-yl]thiomethyl-3-cephem-4-carboxylic acid (syn isomer) (2.28 g) in methanol (16 ml) at ambient temperature and the mixture was stirred for 30 minutes. The reaction mixture was post-treated according to a conventional manner to give 7-[2-allyloxyimino-2-(2-aminothiazol-4-yl)acetamido]-3-[1-(2-carboxyethyl)-1H-tetrazol-5-yl]thiomethyl-3-cephem-4-carboxylic acid (syn isomer) (410 mg).

Workup

  1. additionThe reaction mixture was post-treated

Sources & evidence

ORD record
ord-8228a121c2234cbdbe415a3a1c323471
Source dataset
uspto-grants-1983_10
Patent number
US04411898

Reaction notes

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