Water → HCID 13239428, compound

HRID 1156586Notes

Reaction equation

HRID 1156586 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]([NH:11][CH:12]([C:30]2[CH:35]=[CH:34][C:33]([OH:36])=[CH:32][CH:31]=2)[C:13]([NH:15][CH:16]2[C:23](=[O:24])[N:22]3[CH:17]2[S:18][CH2:19][C:20]([CH2:28]O)=[C:21]3[C:25]([OH:27])=[O:26])=[O:14])=[O:10])[C:5](=[O:37])[C:4]1=[O:38])[CH3:2].[NH2:39][N:40]1[C:44]([N:45]2[CH:49]=[CH:48][CH:47]=[N:46]2)=[N:43][N:42]=[C:41]1[SH:50].O.C(=O)(O)[O-].[Na+]>CC(C)=O>[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]([NH:11][CH:12]([C:30]2[CH:31]=[CH:32][C:33]([OH:36])=[CH:34][CH:35]=2)[C:13]([NH:15][CH:16]2[C:23](=[O:24])[N:22]3[C:21]([C:25]([OH:27])=[O:26])=[C:20]([CH2:28][S:50][C:41]4[N:40]([NH2:39])[C:44]([N:45]5[CH:49]=[CH:48][CH:47]=[N:46]5)=[N:43][N:42]=4)[CH2:19][S:18][C@H:17]23)=[O:14])=[O:10])[C:5](=[O:37])[C:4]1=[O:38])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 54134913HCID 54134913, compoundHCID 178514282HCID 178514282, compound

Product 1

HCID 13239428HCID 13239428, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A suspension of 294.78 mg. of 7-[2-(4-ethyl-2,3-dioxo-1-piperazinecarboxamido)-2-(p-hydroxyphenyl)acetamido]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid, 3-acetate and 136.6 mg. of 4-amino-5-(1-pyrazolyl)-4H-1,2,4-triazole-3-thiol in 10 ml. of water is adjusted to pH 6.5 with an aqueous solution of sodium bicarbonate. A 5 ml. portion of acetone is added producing solution. This solution is stirred at 60°-63° C. for 5 hours, then stripped free of acetone under reduced pressure, cooled to room temperature and filtered. The filtrate is acidified to pH 2.0 with 2 N hydrochloric acid. The resulting solid is filtered and dried giving 192 mg. of the desired product.

Workup

  1. additionA suspension of 294.78 mg
  2. customproducing solution
  3. filtrationfiltered
  4. filtrationThe resulting solid is filtered
  5. customdried
  6. customgiving 192 mg

Sources & evidence

ORD record
ord-bb12fbcf04a747b5afbdb4dc5f488367
Source dataset
uspto-grants-1982_06
Patent number
US04336375

Reaction notes

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