Potassium Bromide → HCID 178431947, compound

HRID 1448386Notes

Reaction equation

HRID 1448386 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-c81e7c776ccb4ebc9972b3bb0c7e8851
Source dataset
uspto-grants-1979_12
Patent number
US04179511

Reaction notes

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