Dimethylformamide → HCID 86643864, compound

HRID 1942131Notes

Reaction equation

HRID 1942131 reaction equation
[O:1]1[CH2:6][CH2:5][O:4][C:3]2[CH:7]=[C:8]([N:11]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]=[C:13]([C:21](O)=[O:22])[C:12]3=[O:24])[CH:9]=[CH:10][C:2]1=2.CN(C)C=O.C(Cl)(=O)C([Cl:33])=O>ClCCl>[O:1]1[CH2:6][CH2:5][O:4][C:3]2[CH:7]=[C:8]([N:11]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]=[C:13]([C:21]([Cl:33])=[O:22])[C:12]3=[O:24])[CH:9]=[CH:10][C:2]1=2

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 67533535HCID 67533535, compound

Product 1

HCID 86643864HCID 86643864, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

9.9 g (31 mmol) of 1-(2,3-dihydrobenzo[b]1,4-dioxin-6-yl)-2-oxo-1,2-dihydroquinoxaline-3-carboxylic acid was dissolved in dichloromethane (100 mL), and to this solution, N,N-dimethylformamide (0.5 mL) and 4.7 g (37 mmol) of oxalyl chloride were added sequentially. The mixture was stirred for one hour at room temperature. After confirming the completion of the reaction, the solvent was distilled off under reduced pressure to obtain 1-(2,3-dihydrobenzo[b]1,4-dioxin-6-yl)-2-oxo-1,2-dihydroquinoxaline-3-carbonyl chloride as yellow crystals (Compound No. of Production Intermediate: IX-75).

Workup

  1. customthe completion of the reaction
  2. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-cd518858471a490fa2fb327a32f8c375
Source dataset
uspto-grants-2013_03
Patent number
US08389523B2

Reaction notes

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