p-Toluenesulfonyl isocyanate → Spiro[5.5]undecane-3-carboxamide,4-dioxo-

HRID 1973753Notes

Reaction equation

HRID 1973753 reaction equation
[CH2:1]1[C:6]2([CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]2)[CH2:5][C:4](=[O:12])[CH2:3][C:2]1=[O:13].[C:14]1([CH3:26])[CH:19]=[CH:18][C:17]([S:20]([N:23]=[C:24]=[O:25])(=[O:22])=[O:21])=[CH:16][CH:15]=1>C1C=CC=CC=1>[C:14]1([CH3:26])[CH:15]=[CH:16][C:17]([S:20]([NH:23][C:24]([CH:3]2[C:2](=[O:13])[CH2:1][C:6]3([CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]3)[CH2:5][C:4]2=[O:12])=[O:25])(=[O:21])=[O:22])=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 77703p-Toluenesulfonyl isocyanateHCID 4962152Spiro[5.5]undecane-2,4-dione

Product 1

HCID 328866Spiro[5.5]undecane-3-carboxamide,4-dioxo-

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Reaction of equimolar amounts of spiro[5.5]undecane-2,4-dione with p-toluenesulfonylisocyanate in benzene according to the procedure of Example 1 affords 3-[N-(p-TOLUENESULFONYL)CARBAMOYL]SPIRO-[5.5]UNDECANE-2,4-DIONE, m.p. 150.5°-152° C. (corr.).

Sources & evidence

ORD record
ord-1ff421b2231c4eb08bc7b3661eae991e
Source dataset
uspto-grants-1976_12
Patent number
US03998879

Reaction notes

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