Dimethylformamide → HCID 54135768, compound

HRID 745767Notes

Reaction equation

[CH2:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[C:18]=1[CH2:19][CH3:20])=[CH:15][C:14]([C:21]([OH:23])=O)=[CH:13][CH:12]=3)=[O:5])[CH3:2].CN(C)C=O.S(Cl)([Cl:31])=O>>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[C:18]=1[CH2:19][CH3:20])=[CH:15][C:14]([C:21]([Cl:31])=[O:23])=[CH:13][CH:12]=3)=[O:5])[CH3:2]

Participants

Reactant 3

HCID 6228Dimethylformamide

HCID 24386Thionyl Chloride

HCID 23312160HCID 23312160, compound

Product 1

HCID 54135768HCID 54135768, compound

Procedure

590 mg of 3-ethoxycarbonyl-4-ethyl-β-carboline-6-carboxylic acid is refluxed in 6 ml of thionyl chloride with a drop of dimethylformamide for 2.5 hours. After evaporation and drying, 664 mg of 3-ethoxycarbonyl-4-ethyl-β-carboline-6-carboxylic acid chloride is obtained in the form of the hydrochloride.

Workup

customAfter evaporation
customdrying

Sources & evidence

ORD record: ord-0ee6d66dc9e140c282294f4548b20b4c
Source dataset: uspto-grants-1986_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04600715

Reaction notes

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