Water → HCID 178458309, compound

HRID 363365Notes

Reaction equation

HRID 363365 reaction equation
CS(O)(=O)=O.[CH2:6]([O:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12]([NH2:14])=[NH:13])[CH2:7][CH3:8].[OH-:19].[Na+].[OH2:21]>>[OH:19][C:16]1[N:14]=[C:12]([C:11]2[CH:15]=[CH:16][CH:17]=[CH:18][C:10]=2[O:9][CH2:6][CH2:7][CH3:8])[N:13]=[C:11]([C:10]([OH:9])=[O:21])[CH:15]=1

Participants

4

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 22462369HCID 22462369, compound

Product 1

HCID 178458309HCID 178458309, compound

Procedure

A solution of 2-propoxybenzamidine methanesulfonate (2.9 g), 10% sodium hydroxide (4 ml) and ethyl 4-oxalacetate (1.6 g ) in water (8 ml) was stirred at ambient temperature for 42 hours. The reaction mixture was evaporated to dryness to yield a crude product which was washed with dilute hydrochloric acid and water to yield the title compound, 0.82 g, m.p. 179.5°-181.5° C. A sample (0.4 g) was recrystallized from ethanol to yield the pure title compound, 0.24 g, m.p. 184°-5° C.

Workup

  1. customThe reaction mixture was evaporated to dryness
  2. customto yield a crude product which
  3. washwas washed with dilute hydrochloric acid and water

Sources & evidence

ORD record
ord-8ad1887cec5f44e4944fe99efadd2435
Source dataset
uspto-grants-1999_02
Patent number
US05874440

Reaction notes

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