Hydrochloric Acid → HCID 13239432, compound

HRID 1995447Notes

Reaction equation

HRID 1995447 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[C:49]([CH3:50])=[CH:48][C:47]([CH3:51])=[N:46]2)=[N:43][N:42]=[C:41]1[SH:52].C(=O)([O-])[O-].[Na+].[Na+].Cl>CC(C)=O.O>[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[C:21]([C:25]([OH:27])=[O:26])=[C:20]([CH2:28][S:52][C:41]4[N:40]([NH2:39])[C:44]([N:45]5[C:49]([CH3:50])=[CH:48][C:47]([CH3:51])=[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

7

Reactant 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 54134913HCID 54134913, compoundHCID 178426377HCID 178426377, compound

Product 1

HCID 13239432HCID 13239432, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 962WaterSolvent

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 157.7 mg. of 4-amino-5-(3,5-dimethyl-1-pyrazolyl)-4H-1,2,4-triazole-3-thiol in 10 ml. of water is adjusted to pH 6.5 with aqueous sodium carbonate. A 2 ml. portion of acetone is added producing solution. This solution is stirred at 60°-63° C. for 51/2 hours, then stripped free of acetone under reduced pressure and acidified to pH 2.0 with 2 N hydrochloric acid. The resulting solid is filtered, washed repeatedly with ethyl acetate, then with ether and dried, giving 190 mg. of the desired product as a yellow solid.

Workup

  1. additionA suspension of 294.78 mg
  2. customproducing solution
  3. filtrationThe resulting solid is filtered
  4. washwashed repeatedly with ethyl acetate
  5. dry with materialwith ether and dried
  6. customgiving 190 mg

Sources & evidence

ORD record
ord-ef438df544974e68a38a1b4a360ae2c0
Source dataset
uspto-grants-1983_09
Patent number
US04404376

Reaction notes

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