Ammonia → HCID 131716544, compound

HRID 1032579Notes

Reaction equation

HRID 1032579 reaction equation
[SH:1][C:2]1[N:7]2[N:8]=[C:9]([CH2:11][O:12][CH3:13])[N:10]=[C:6]2[N:5]=[C:4]([CH3:14])[CH:3]=1.CC(O[CH2:19][C:20]1[CH2:29][S:28][C@@H:23]2[C@H:24]([NH2:27])[C:25](=[O:26])[N:22]2[C:21]=1[C:30]([OH:32])=[O:31])=O.O.N>C(#N)C>[NH2:27][CH:24]1[C:25](=[O:26])[N:22]2[C:21]([C:30]([OH:32])=[O:31])=[C:20]([CH2:19][S:1][C:2]3[N:7]4[N:8]=[C:9]([CH2:11][O:12][CH3:13])[N:10]=[C:6]4[N:5]=[C:4]([CH3:14])[CH:3]=3)[CH2:29][S:28][C@H:23]12

Participants

6

Reactant 4

HCID 222AmmoniaHCID 962WaterHCID 4413287-Aminocephalosporanic acidHCID 178494658HCID 178494658, compound

Product 1

HCID 131716544HCID 131716544, compoundYield 49.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In 600 ml of acetonitrile were suspended 30.1 g of 7-mer- capto-2-methoxymethyl-5-methyl-s-triazolo[1,5-a]pyrimidine and 38.9 g of 7-aminocephalosporanic acid and 68.7 ml of boron trifluoride - ethyl ether complex was added thereto, and the mixture was stirred at room temperature for 6 hours. One liter of water was added to the reaction mixture and the mixture was adjusted to pH 2 with addition of a conc. aqueous ammonia. The precipitated crystals were collected by filtration, washed with water and with acetone, and then dried to obtain 30 g of the title compound.

Workup

  1. additionwas added
  2. filtrationThe precipitated crystals were collected by filtration
  3. washwashed with water and with acetone
  4. customdried

Sources & evidence

ORD record
ord-00c155058b31476c85d8e71230e69a12
Source dataset
uspto-grants-1990_09
Patent number
US04958019

Reaction notes

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