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O-methyl-N,N'-diisopropylisourea → HCID 86739247, compound

HRID 1388276
Notes
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Reaction equation

HRID 1388276 reaction equation
[CH3:1][C:2]1([CH3:15])[C@H:4](/[CH:5]=[C:6]2/[C:7](=[O:11])[S:8][CH2:9][CH2:10]/2)[C@H:3]1[C:12]([OH:14])=[O:13].[CH:16](NC(=NC(C)C)OC)(C)C>C(O)C>[CH3:1][C:2]1([CH3:15])[C@H:4](/[CH:5]=[C:6]2/[C:7](=[O:11])[S:8][CH2:9][CH2:10]/2)[C@H:3]1[C:12]([O:14][CH3:16])=[O:13]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 383824O-methyl-N,N'-diisopropylisoureaHCID 22826578HCID 22826578, compound

Product 1

HCID 86739247HCID 86739247, compoundYield 18.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using the procedure of Example 17, 4 g of (1R,trans) 2,2-dimethyl-3-[(E) (dihydro-2-oxo-3-(2H)-thienylidene)-methyl]-cyclopropane-carboxylic acid and 3.5 g of methyl N,N'-diisopropylcarbamimidate were reacted to obtain 0.8 g of methyl (1R,trans) 2,2-dimethyl-3-[(E) (dihydro-2-oxo-3-(2H)-thienylidene)-methyl]-cyclopropane-1-carboxylate with a specific rotation of [α]D20 =+63.5°±1.5° (c=1.1% in ethanol).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-399ac3aeee444db783d3ca0b53ce1198
Source dataset
uspto-grants-1984_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04431576

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes