5,5-Diphenylbarbituric acid → HCID 22055301, compound

HRID 1829897Notes

Reaction equation

[CH3:1][O:2][CH2:3][N:4]1[C:11](=[O:12])[C:10]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:8](=[O:9])[NH:7][C:5]1=[O:6].[C:25]1(C2(C3C=CC=CC=3)C(=O)NC(=O)NC2=O)C=CC=CC=1.COCN1C(=O)C(C2C=CC=CC=2)(C2C=CC=CC=2)C(=O)N(COC)C1=O>>[CH3:1][O:2][CH:3]([N:4]1[C:11](=[O:12])[C:10]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:8](=[O:9])[NH:7][C:5]1=[O:6])[CH3:25]

Participants

Reactant 3

HCID 464845,5-Diphenylbarbituric acid

HCID 9883716HCID 9883716, compound

HCID 9907289T-2000

Product 1

HCID 22055301HCID 22055301, compound

Procedure

To the aqueous phase was added hydrochloric acid (32%, 0.32 L), while keeping the temperature below 20° C. The methanol was then distilled out of the mixture at reduced pressure, and the resulting precipitate was filtered and dried to provide a crude product (0.366 kg) containing 1-methoxymethyl-5,5-diphenylbarbituric acid (78% w/w), 5,5-diphenylbarbituric acid (6% w/w), and 1,3-bis(methoxymethyl)-5,5-diphenylbarbituric acid (2.7% w/w).

Sources & evidence

ORD record: ord-412645d168ae46769b18d1f08d18facb
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07064205B2

Reaction notes

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