Dimethylformamide → HCID 86607076, compound

HRID 1921248Notes

Reaction equation

HRID 1921248 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[CH3:7][O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH2:13]C(C(O)=O)[S:15][CH2:16]2)=[CH:11][CH:10]=1.CN(C=O)C>C(Cl)Cl>[CH3:7][O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH2:13][CH:1]([C:2]([Cl:4])=[O:3])[S:15][CH2:16]2)=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 66862822HCID 66862822, compound

Product 1

HCID 86607076HCID 86607076, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A 2.0 M solution of oxalyl chloride (3.57 mL, 7.14 mmol) in CH2Cl2 was added under N2 to a solution of 7-methoxy-isothiochroman-3-carboxylic acid (0.80 g, 3.57 mmol) and a drop of DMF in CH2Cl2 (100 mL). The solution was allowed to stir at room temperature for 3 h and was concentrated under reduced pressure to provide 7-methoxy-isothiochroman-3-carbonyl chloride as a tan oil. The acid halide was used in the next step without further purification.

Workup

  1. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-9d6063799467422f927c5a0193184a15
Source dataset
uspto-grants-2012_05
Patent number
US08173678B2

Reaction notes

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