Chloromethyl acetate → HCID 86736107, compound

HRID 1112453Notes

Reaction equation

HRID 1112453 reaction equation
[Na].[CH:2]([C:4]1[N:5]([CH2:9][C:10]([NH:12][CH:13]2[C:20](=[O:21])[N:19]3[CH:14]2[S:15][CH2:16][C:17]([CH2:25][S:26][C:27]2[N:31]([CH3:32])[N:30]=[N:29][N:28]=2)=[C:18]3[C:22]([OH:24])=[O:23])=[O:11])[CH:6]=[CH:7][CH:8]=1)=[O:3].[C:33]([O:36][CH2:37]Cl)(=[O:35])[CH3:34]>CN(C)C=O.C(OCC)(=O)C>[C:33]([O:36][CH2:37][O:23][C:22]([C:18]1[N:19]2[CH:14]([S:15][CH2:16][C:17]=1[CH2:25][S:26][C:27]1[N:31]([CH3:32])[N:30]=[N:29][N:28]=1)[CH:13]([NH:12][C:10](=[O:11])[CH2:9][N:5]1[CH:6]=[CH:7][CH:8]=[C:4]1[CH:2]=[O:3])[C:20]2=[O:21])=[O:24])(=[O:35])[CH3:34]

Participants

6

Reactant 3

HCID 69366Chloromethyl acetateHCID 5360545SodiumHCID 86736108HCID 86736108, compound

Product 1

HCID 86736107HCID 86736107, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

The sodium salt of 7-[[(2-formyl-1-pyrryl]acetyl]-amino]-3-[[(1-methyltetrazol-5-yl)thio]methyl]-8oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3 grams, is added to about 40 ml of dry dimethylformamide (DMF) and stirred for 30 minutes. The 4.0 ml of chloromethyl acetate in 5 ml of DMF was added. This mixture is stirred for about 4 hours at room temperature. This mixture is diluted with ethyl acetate and thoroughly washed with water. The ethyl acetate portion is dried over sodium sulfate, filtered and evaporated to give the title compound.

Workup

  1. stirringThis mixture is stirred for about 4 hours at room temperature
  2. washthoroughly washed with water
  3. dry with materialThe ethyl acetate portion is dried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-0543dc24815c42ec96e890dc3fa7c64c
Source dataset
uspto-grants-1978_10
Patent number
US04122260

Reaction notes

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