Sodium Bicarbonate → HCID 88702478, compound

HRID 839927Notes

Reaction equation

HRID 839927 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][C:8]([NH:10][CH:11]2[C:26](=[O:27])[N:13]3[C:14]([C:23]([OH:25])=[O:24])=[C:15]([CH2:18][O:19][C:20](=[O:22])[CH3:21])[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.C(=O)(O)[O-].[Na+:32]>O>[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][C:8]([NH:10][CH:11]2[C:26](=[O:27])[N:13]3[C:14]([C:23]([O-:25])=[O:24])=[C:15]([CH2:18][O:19][C:20](=[O:22])[CH3:21])[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[Na+:32]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 13390330HCID 13390330, compound

Product 1

HCID 88702478HCID 88702478, compoundYield 80.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 2.26 g of 7-[2-(2-amino-4-thiazolyl)-acetamido]-3-acetoxymethyl-ceph-3-eme-4-carboxylic acid, 420 mg of sodium bicarbonate, 10 ml of water and 0.5 g of activated carbon was stirred for 3 minutes at 50° C and was then vacuum filtered. The filtrate was washed with acetone and concentrated to 5 ml and 50 ml of acetone were added. The mixture was heated to 60° C to cause crystallization and was vacuum filtered to obtain 1.745 g of sodium 7-[2-(2-amino-4-thiazolyl)-acetamido]-3-acetoxymethyl-ceph-3-eme-4-carboxylate with a specific rotation of [α]D = + 120° (C = 1% in water).

Workup

  1. filtrationvacuum filtered
  2. washThe filtrate was washed with acetone
  3. concentrationconcentrated to 5 ml and 50 ml of acetone
  4. additionwere added
  5. temperatureThe mixture was heated to 60° C
  6. customcrystallization
  7. filtrationfiltered

Sources & evidence

ORD record
ord-c3c12f0471f84866b1d1665e3e479aa7
Source dataset
uspto-grants-1978_06
Patent number
US04097595

Reaction notes

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