Sodium Hydroxide → HCID 178512601, compound

HRID 2247938Notes

Reaction equation

HRID 2247938 reaction equation
C([N:4]1[CH2:9][CH2:8][C:7]2[N:10]=[C:11]([NH:13][C:14]([NH2:16])=[NH:15])[S:12][C:6]=2[CH2:5]1)(=O)C.[OH-].[Na+]>C(O)C>[NH:13]([C:11]1[S:12][C:6]2[CH2:5][NH:4][CH2:9][CH2:8][C:7]=2[N:10]=1)[C:14]([NH2:16])=[NH:15]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178473766HCID 178473766, compound

Product 1

HCID 178512601HCID 178512601, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-Acetyl-2-guanidino-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine (232.4 mg, 0.971 mmol) was mixed with ethanol (7 ml) and treated with an aqueous solution of sodium hydroxide (1.98 ml of a 1.46M solution, 2.9 mmol). The reaction mixture was heated to 81° for 72 hours, then concentrated in vacuo; the residue was purified by column chromatography (eluant: 89:10:1 of chloroform:methanol:concentrated ammonium hydroxide) to provide the title product as an oil (129.9 mg, 0.66 mmol, 68% yield).

Workup

  1. temperatureThe reaction mixture was heated to 81° for 72 hours
  2. concentrationconcentrated in vacuo
  3. customthe residue was purified by column chromatography (eluant: 89:10:1 of chloroform:methanol:concentrated ammonium hydroxide)

Sources & evidence

ORD record
ord-e2b3b55b98b54cb2a2fd2e3a0c3d950d
Source dataset
uspto-grants-1991_08
Patent number
US05037834

Reaction notes

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