Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester → HCID 19862314, compound

HRID 1165108Notes

Reaction equation

HRID 1165108 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH3:11])[C:5]2[N:6]([CH:8]=[CH:9][CH:10]=2)[N:7]=1.[N:12]([S:15]([C:18]1[CH:27]=[CH:26][CH:25]=[CH:24][C:19]=1[C:20]([O:22][CH3:23])=[O:21])(=[O:17])=[O:16])=[C:13]=[O:14]>ClCCl>[CH3:1][C:2]1[CH:3]=[C:4]([CH3:11])[C:5]2[N:6]([C:8]([C:13]([NH:12][S:15]([C:18]3[CH:27]=[CH:26][CH:25]=[CH:24][C:19]=3[C:20]([O:22][CH3:23])=[O:21])(=[O:17])=[O:16])=[O:14])=[CH:9][CH:10]=2)[N:7]=1

Participants

4

Reactant 2

HCID 156281Benzoic acid, 2-(isocyanatosulfonyl)-, methyl esterHCID 21766543HCID 21766543, compound

Product 1

HCID 19862314HCID 19862314, compoundYield 11.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 0.40 g (2.7 mmol) of 2,4-dimethylpyrrolo[1,2-b]pyridazine in 15 mL of dichloromethane at -78° C. was added, by syringe pump over a period 70 min, a solution of 0.62 g (2.7 mmol) of methyl 2-(isocyanatosulfonyl)benzoate. The reaction mixture was allowed to warm to room temperature. The residue was purified by flash chromatography to give 0.12 g of a white solid, m.p. 200°-202° C.

Workup

  1. customThe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-cfd3641aec124447a91f11e3b13a141f
Source dataset
uspto-grants-1990_03
Patent number
US04908056

Reaction notes

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