Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester → HCID 13769577, compound

HRID 542097Notes

Reaction equation

HRID 542097 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH2:9][O:10][CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][O:12]2)[N:3]=1.[CH3:17][O:18][C:19]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[S:27]([N:30]=[C:31]=[O:32])(=[O:29])=[O:28])=[O:20]>CCOCC>[CH3:8][C:6]1[CH:5]=[C:4]([CH2:9][O:10][CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][O:12]2)[N:3]=[C:2]([NH:1][C:31]([NH:30][S:27]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[C:19]([O:18][CH3:17])=[O:20])(=[O:29])=[O:28])=[O:32])[N:7]=1

Participants

4

Reactant 2

HCID 156281Benzoic acid, 2-(isocyanatosulfonyl)-, methyl esterHCID 13769576HCID 13769576, compound

Product 1

HCID 13769577HCID 13769577, compoundYield 88.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 3.25 g of the product from Example 3 in 50 ml of ether was added 3.75 g of 2-methoxycarbonylbenzenesulfonyl isocyanate and the mixture was stirred for 3 hours under nitrogen. The precipitated product was filtered and washed with ether to afford 6.0 g of the title compound, m.p. 126°-128° (d).

Workup

  1. filtrationThe precipitated product was filtered
  2. washwashed with ether

Sources & evidence

ORD record
ord-fa8f8acdc3f74acf9732c4ce551f8cbe
Source dataset
uspto-grants-1987_04
Patent number
US04655823

Reaction notes

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