Potassium Bromide → HCID 178431947, compound

HRID 614150Notes

Reaction equation

HRID 614150 reaction equation
[NH2:1][CH:2]1[C:15](=[O:16])[N:4]2[CH:5]([C:10]3[NH:14][N:13]=[N:12][N:11]=3)[C:6]([CH3:9])([CH3:8])[S:7][C@H:3]12.[NH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[S:25][CH2:26][C:27](O)=[O:28].[K+].[Br-]>>[NH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[S:25][CH2:26][C:27]([NH:1][CH:2]1[C:15](=[O:16])[N:4]2[CH:5]([C:10]3[NH:11][N:12]=[N:13][N:14]=3)[C:6]([CH3:8])([CH3:9])[S:7][C@H:3]12)=[O:28]

Participants

4

Reactant 3

HCID 253877Potassium BromideHCID 203815752-(2-[Aminomethyl]phenylthio)acetic acidHCID 178431949HCID 178431949, compound

Product 1

HCID 178431947HCID 178431947, compoundYield 14%

Procedure

The title compound is prepared in 14% yield, as a colorless amorphous solid, by acylation of 6-amino-2,2-dimethyl-3-(5-tetrazolyl)penam with 2-(2-[aminomethyl]phenylthio)acetic acid (U.S. Pat. No. 3,766,176), using the method of Example LXXVII. IR(KBr disc): 1780 and 1665 cm-1. NMR (DMSO-d6 /D2O): 7.50 ppm (m, 4H), 5.70 ppm (d, 1H), 5.43 ppm (d, 1H), 5.19 ppm (s, 1H), 4.35 ppm (s, 2H), 3.94 ppm (s, 2H), 1.60 ppm (s, 3H), and 1.00 ppm (s, 3H).

Sources & evidence

ORD record
ord-ccdea87ed5064b6582af1ca281db8aa9
Source dataset
uspto-grants-1979_03
Patent number
US04143039

Reaction notes

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