HCID 178468505, compound → HCID 178524034, compound

HRID 1592935Notes

Reaction equation

HRID 1592935 reaction equation
C([O:3][C:4]([C:6]1[C:14]2[C:13]([OH:15])=[N:12][CH:11]=[N:10][C:9]=2[O:8][C:7]=1[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-:24])=[O:23])[CH:17]=1)=[O:5])C>[OH-].[Na+]>[OH:15][C:13]1[C:14]2[C:6]([C:4]([OH:5])=[O:3])=[C:7]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-:24])=[O:23])[CH:17]=3)[O:8][C:9]=2[N:10]=[CH:11][N:12]=1

Participants

3

Reactant 1

HCID 178468505HCID 178468505, compound

Product 1

HCID 178524034HCID 178524034, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

0.95 g (3.2 mmols) of 4-hydroxy-6-(3-nitrophenyl)furo[2,3-d]pyrimidine-5-carboxylic acid ethyl ester are place in 30 ml of 5% sodium hydroxide solution and heated for 30 min to 100° C. The reaction mixture is filtered whilst hot and the filtrate cooled to RT. Subsequently, the pH value of the solution is adjusted to 1 with conc. hydrochloric acid, whilst cooling. A brown deposit forms, which is filtered off by suction and dried in a HV. m.p.: >300° C. IR: 3448w, 3237m, 3088w, 1752s, 1734s, 1672s, 1531s, 1474m, 1407m, 1381m, 1346s, 1241m, 1211m.

Workup

  1. temperatureheated for 30 min to 100° C
  2. filtrationThe reaction mixture is filtered whilst hot and the filtrate
  3. temperaturewhilst cooling
  4. filtrationA brown deposit forms, which is filtered off by suction
  5. customdried in a HV

Sources & evidence

ORD record
ord-8af91a9619c3482489776ff33c9935b4
Source dataset
uspto-grants-2007_11
Patent number
US07294633B2

Reaction notes

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