Potassium cyanate → HCID 131712857, compound

HRID 2198420Notes

Reaction equation

HRID 2198420 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][C:5]([NH:7][C@:8]1([O:28][CH3:29])[C:26](=[O:27])[N:10]2[C:11]([C:23]([OH:25])=[O:24])=[C:12]([CH2:15][S:16][C:17]3[N:21]([CH3:22])[N:20]=[N:19][N:18]=3)[CH2:13][S:14][C@H:9]12)=[S:6].[O-:30][C:31]#[N:32].[K+]>O>[NH:1]([CH2:2][CH2:3][CH2:4][C:5]([NH:7][C@:8]1([O:28][CH3:29])[C:26](=[O:27])[N:10]2[C:11]([C:23]([OH:25])=[O:24])=[C:12]([CH2:15][S:16][C:17]3[N:21]([CH3:22])[N:20]=[N:19][N:18]=3)[CH2:13][S:14][C@H:9]12)=[S:6])[C:31]([NH2:32])=[O:30]

Participants

4

Reactant 2

HCID 11378442Potassium cyanateHCID 131712858HCID 131712858, compound

Product 1

HCID 131712857HCID 131712857, compoundYield 36.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

50 mg of 7β-aminoethylthioacetamido-7α-methoxy-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid obtained in Example 1 was dissolved in 3 ml of water, 30 mg of potassium cyanate was added to the solution, which was then adjusted to a pH between 7.5 and 8.0 and subjected to reaction at room temperature for a period of 6 hours. After the reaction, 7 ml of water was added to the reaction mixture, the pH was adjusted to 6.5, and the mixture was passed through a column of Diaion HP-20, fractions eluted with water and containing the end compound were concentrated and freeze-dried to give 20 mg of 7β-ureidoethylthioacetamido-7α-methoxy-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid.

Workup

  1. customsubjected to reaction at room temperature for a period of 6 hours
  2. additionwas added to the reaction mixture
  3. washeluted with water
  4. additioncontaining the end compound
  5. concentrationwere concentrated
  6. customfreeze-dried

Sources & evidence

ORD record
ord-7619462ddfd54ee8ae5807d4a6f435d1
Source dataset
uspto-grants-1982_11
Patent number
US04357331

Reaction notes

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