Hydrochloric Acid → 7-[2-(2-aminothiazol-4-yl)-2-(3-aminopropoxyimino)acetamido]-3-(1-allyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid dihydrochloride

HRID 255789Notes

Reaction equation

HRID 255789 reaction equation
[ClH:1].C([NH:4][C:5]1[S:6][CH:7]=[C:8]([C:10](=[N:36][O:37][CH2:38][CH2:39][CH2:40][NH:41]C(OC(C)(C)C)=O)[C:11]([NH:13][CH:14]2[C:34](=[O:35])[N:16]3[C:17]([C:31]([OH:33])=[O:32])=[C:18]([CH2:21][S:22][C:23]4[N:27]([CH2:28][CH:29]=[CH2:30])[N:26]=[N:25][N:24]=4)[CH2:19][S:20][C@H:15]23)=[O:12])[N:9]=1)=O>CO>[ClH:1].[ClH:1].[NH2:4][C:5]1[S:6][CH:7]=[C:8]([C:10](=[N:36][O:37][CH2:38][CH2:39][CH2:40][NH2:41])[C:11]([NH:13][CH:14]2[C:34](=[O:35])[N:16]3[C:17]([C:31]([OH:33])=[O:32])=[C:18]([CH2:21][S:22][C:23]4[N:27]([CH2:28][CH:29]=[CH2:30])[N:26]=[N:25][N:24]=4)[CH2:19][S:20][C@H:15]23)=[O:12])[N:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1317153197-[2-(2-formamidothiazol-4-yl)-2-(3-tert-butoxycarbonylaminopropoxyimino)acetamido]-3-(1-allyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid

Product 1

HCID 1317153207-[2-(2-aminothiazol-4-yl)-2-(3-aminopropoxyimino)acetamido]-3-(1-allyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid dihydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Conc. hydrochloric acid (0.5 ml.) was added to a solution of 7-[2-(2-formamidothiazol-4-yl)-2-(3-tert-butoxycarbonylaminopropoxyimino)acetamido]-3-(1-allyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer, 1.1 g.) in methanol (20 ml.) and stirred at room temperature for an hour. After evaporating the solvent in vacuo, methanol was added to the residue and evaporated again. The residue was dried over phosphorus pentoxide in vacuo to give 7-[2-(2-aminothiazol-4-yl)-2-(3-aminopropoxyimino)acetamido]-3-(1-allyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid dihydrochloride (syn isomer, 0.89 g.).

Workup

  1. customAfter evaporating the solvent in vacuo, methanol
  2. additionwas added to the residue
  3. customevaporated again
  4. dry with materialThe residue was dried over phosphorus pentoxide in vacuo

Sources & evidence

ORD record
ord-b170c6021a634469bb14fd8e9fd77d16
Source dataset
uspto-grants-1987_10
Patent number
US04698337

Reaction notes

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