Tetrahydro-2,5-dimethoxyfuran-3-carbaldehyde → 6-(3-Formyl-1-pyrrolyl)-7-chloro-2,3(1H,4H)-quinoxalinedione

Reaction equation

[Cl-].[NH3+:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[Cl:13])[NH:9][C:8](=[O:14])[C:7](=[O:15])[NH:6]2.[CH:16]([CH:18]1[CH2:22][CH:21](OC)O[CH:19]1OC)=[O:17]>>[CH:16]([C:18]1[CH:22]=[CH:21][N:2]([C:3]2[CH:4]=[C:5]3[C:10](=[CH:11][C:12]=2[Cl:13])[NH:9][C:8](=[O:14])[C:7](=[O:15])[NH:6]3)[CH:19]=1)=[O:17]

Participants

Reactant 2

HCID 567310Tetrahydro-2,5-dimethoxyfuran-3-carbaldehyde

HCID 220971776-ammonio-7-chloro-2,3(1H,4H)-quinoxalinedione chloride

Product 1

HCID 220970896-(3-Formyl-1-pyrrolyl)-7-chloro-2,3(1H,4H)-quinoxalinedione

Procedure

16.5 mmol of 6-ammonio-7-chloro-2,3(1H,4H)-quinoxalinedione chloride were reacted with 16.5 mmol of 3-formyl-2,5-dimethoxytetrahydrofuran by the method of Example 5d.

Sources & evidence

ORD record: ord-af8a203614ff4b178164312e49addc71
Source dataset: uspto-grants-1998_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05852017

Reaction notes

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