Dimethylamine → HCID 21396822, compound

HRID 1439331Notes

Reaction equation

HRID 1439331 reaction equation
[CH2:1]([O:3][C:4]1[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[C:7]([NH:14][C:15](=[O:23])OC2C=CC=CC=2)[S:6][N:5]=1)[CH3:2].[CH3:24][NH:25][CH3:26]>CN(C)C=O>[CH3:24][N:25]([CH3:26])[C:15]([NH:14][C:7]1[S:6][N:5]=[C:4]([O:3][CH2:1][CH3:2])[C:8]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:23]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 54353810HCID 54353810, compound

Product 1

HCID 21396822HCID 21396822, compoundYield 26.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In the manner of Example II B, 8.4 g of phenyl (3-ethoxy-4-ethoxycarbonyl-5-isothiazolyl)carbamate in 20 ml of dimethylformamide were treated with 2.3 g of dimethylamine. The solid from the reaction mixture was recrystallized from ethanol to yield 1.9 g of 1,1-dimethyl-3-(3-ethoxy-4-ethoxycarbonyl-5-isothiazolyl)urea, mp 164°-165°. The ir and nmr spectra were consistent with the assigned structure.

Workup

  1. customThe solid from the reaction mixture was recrystallized from ethanol

Sources & evidence

ORD record
ord-985d337a8b674d61a24356564d61d834
Source dataset
uspto-grants-1977_11
Patent number
US04059433

Reaction notes

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