Phosgene → 2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-sulfonyl isocyanate

HRID 979737Notes

Reaction equation

HRID 979737 reaction equation
[CH3:1][C:2]1([CH3:19])[O:6][C:5]2[C:7]([S:11]([NH:14][C:15](NC)=[O:16])(=[O:13])=[O:12])=[CH:8][CH:9]=[CH:10][C:4]=2[CH2:3]1.C(Cl)(Cl)=O>ClC1C=CC=CC=1>[CH3:1][C:2]1([CH3:19])[O:6][C:5]2[C:7]([S:11]([N:14]=[C:15]=[O:16])(=[O:12])=[O:13])=[CH:8][CH:9]=[CH:10][C:4]=2[CH2:3]1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 20222551N-(2,3-dihydro-2,2-dimethylbenzo[b]furan-7-ylsulfonyl)-N'-methylurea

Product 1

HCID 134241822,2-Dimethyl-2,3-dihydro-1-benzofuran-7-sulfonyl isocyanate

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

8 g of N-(2,3-dihydro-2,2-dimethylbenzo[b]furan-7-ylsulfonyl)-N'-methylurea are dispersed in 400 ml of absolute chlorobenzene and the dispersion is saturated with phosgene at about 130° C., whereupon a clear solution forms. The solvent is then destilled off in vacuo, with the exclusion of moisture, to give 2,3-dihydro-2,2-dimethylbenzo[b]furan-7-ylsulfonylisocyanate in the form of an oil, which can be used without further purification for obtaining the fused N-phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N'-triazinylureas of the formula I.

Sources & evidence

ORD record
ord-272be00b774f4214bf5104fd27e807f7
Source dataset
uspto-grants-1987_01
Patent number
US04634465

Reaction notes

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