Sodium Hydroxide → HCID 178524043, compound

HRID 1592931Notes

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][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=1)=[O:5])C.[OH-].[Na+:26]>>[OH:15][C:13]1[C:14]2[C:6]([C:4]([O-:5])=[O:3])=[C:7]([C:16]3[CH:17]=[CH:18][C:19]([N+:22]([O-:24])=[O:23])=[CH:20][CH:21]=3)[O:8][C:9]=2[N:10]=[CH:11][N:12]=1.[Na+:26]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 178468514HCID 178468514, compound

Product 1

HCID 178524043HCID 178524043, compound

Procedure

3.0 g (9.1 mmols) of 4-hydroxy-6-(4-nitrophenyl)furo[2,3-d]pyrimidine-5-carboxylic acid ethyl ester are boiled for 50 min in ca. 50 ml of 5% sodium hydroxide solution. The reaction mixture is suction-filtered whilst hot and the residue discarded. [In order to obtain the sodium 4-hydroxy-6-(4-nitrophenyl)furo[2,3-d]pyrimidine-5-carboxylate, the cold filtrate (after cooling, needles form) is filtered by suction over ice and washed with a little ice water. The needles are dried in a HV. M.p. >250° C. (decomposition).] After cooling, the filtrate is carefully adjusted to pH 1 with conc. hydrochloric acid (a precipitate forms). Filtering by suction and drying of the residue in a HV yield the title compound as a solid, which melts at 300-302° C. (decomposition at the melting point):

Workup

filtrationThe reaction mixture is suction-filtered whilst hot and the residue

Sources & evidence

ORD record: ord-b9220e3db6b5484b9bf9310d6e2585ca
Source dataset: uspto-grants-2007_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07294633B2

Reaction notes

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