Isopropyl isocyanate → HCID 67764386, compound

HRID 1080688Notes

Reaction equation

HRID 1080688 reaction equation
[OH:1][CH2:2][C:3]1[C:7]([CH2:8][OH:9])=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:5]([CH3:16])[C:4]=1[C:17]1[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=1.[CH3:23][CH:24]([N:26]=[C:27]=[O:28])[CH3:25]>C([O-])(=O)C.C([O-])(=O)C.C([Sn+2]CCCC)CCC.ClCCl>[CH3:23][CH:24]([NH:26][C:27](=[O:1])[OH:28])[CH3:25].[CH3:23][CH:24]([NH:26][C:27](=[O:1])[OH:28])[CH3:25].[OH:1][CH2:2][C:3]1[C:7]([CH2:8][OH:9])=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:5]([CH3:16])[C:4]=1[C:17]1[CH:18]=[CH:19][N:20]=[CH:21][CH:22]=1

Participants

5

Reactant 2

HCID 61277Isopropyl isocyanateHCID 23365791HCID 23365791, compound

Product 1

HCID 67764386HCID 67764386, compound

Reagents, catalysts & solvents 2

HCID 9798523Di-n-butyl diacetoxy tinCatalystHCID 6344DichloromethaneSolvent

Procedure

In a similar manner a mixture of the 3,4-Bis(Hydroxymethyl)-1-methyl-5-phenyl-2-(4-pyridinyl)pyrrole, as prepared in Example VIII, 2-propylisocyanate and dibutyltin diacetate (2 drops) in anhydrous dichloromethane are stirred at room temperature under an argon atmosphere for 15 hours. The mixture is concentrated in vacuo and the residue is subjected to flash chromatography to give the 3,4-bis(hydroxymethyl)-1-methyl-5-phenyl-2(4-pyridinyl)pyrrole Bis[N-(2-propyl)carbamate]. Reacting the carbamate with iodomethyl propionate in accord with Example III will provide the iodide salt.

Workup

  1. concentrationThe mixture is concentrated in vacuo

Sources & evidence

ORD record
ord-7532bfb8d0334b97b5b760c9687b1b3e
Source dataset
uspto-grants-1996_12
Patent number
US05583148

Reaction notes

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