HCID 178470564, compound → HCID 178433209, compound

HRID 611599Notes

Reaction equation

HRID 611599 reaction equation
Cl.[NH:2]([C:6]1[S:7][C:8]([C:12]([O:14]CC)=[O:13])=[C:9]([CH3:11])[N:10]=1)[C:3]([NH2:5])=[NH:4]>C(O)C.[OH-].[Na+]>[NH:2]([C:6]1[S:7][C:8]([C:12]([OH:14])=[O:13])=[C:9]([CH3:11])[N:10]=1)[C:3]([NH2:5])=[NH:4]

Participants

4

Reactant 1

HCID 178470564HCID 178470564, compound

Product 1

HCID 178433209HCID 178433209, compoundYield 90.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

2.65 g of ethyl 2-guanidino-4-methyl-thiazole-5-carboxylate hydrochloride (prepared according to Example 3) are heated to 75° C. for 7 hrs. in 70 ml of ethanol and 11 ml of 2N NaOH. The reaction mixture is evaporated to dryness in a vacuum. The residue is taken up in 40 ml of ethanol, the solution is filtered clear and the product is precipitated with 2 ml of acetic acid. There are obtained 1.82 g of 2-guanidino-4-methyl-thiazole-5-carboxylic acid of m.p. 1 96° C.

Workup

  1. customThe reaction mixture is evaporated to dryness in a vacuum
  2. filtrationthe solution is filtered clear
  3. customthe product is precipitated with 2 ml of acetic acid

Sources & evidence

ORD record
ord-40d500609e744d1e9540600345e1b8a7
Source dataset
uspto-grants-1999_12
Patent number
US06001855

Reaction notes

Loading…