Styrene → 1-(6-(2(E)-Phenylvinyl)-2-benzothiazolyl)-3-ethylurea

HRID 9134

Reaction equation

HRID 9134 reaction equation
Br[C:2]1[CH:16]=[CH:15][C:5]2[N:6]=[C:7]([NH:9][C:10]([NH:12][CH2:13][CH3:14])=[O:11])[S:8][C:4]=2[CH:3]=1.C1C=CC(P(C2C=CC=CC=2)CCCP(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C(N(CC)CC)C.[CH2:53]=[CH:54][C:55]1[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=1>CN(C=O)C.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[C:55]1(/[CH:54]=[CH:53]/[C:2]2[CH:16]=[CH:15][C:5]3[N:6]=[C:7]([NH:9][C:10]([NH:12][CH2:13][CH3:14])=[O:11])[S:8][C:4]=3[CH:3]=2)[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=1

Participants

7

Reactant 4

HCID 7501StyreneHCID 8471TriethylamineHCID 812191,3-Bis(diphenylphosphino)propaneHCID 219855641-(6-Bromo-2-benzothiazolyl)-3-ethylurea

Product 1

HCID 219855471-(6-(2(E)-Phenylvinyl)-2-benzothiazolyl)-3-ethylureaYield 62%

Reagents, catalysts & solvents 2

HCID 178418476HCID 178418476, compoundCatalystHCID 6228DimethylformamideSolvent

Procedure

A mixture of 1-(6-bromo-2-benzothiazolyl)-3-ethylurea, Pd(PPh3)2Cl2, dppp, triethylamine, styrene, and two crystals of BHT in anhydrous DMF was reacted according to the procedure of Example 225 to give the desired compound 0.201 g (62%). LC/MS 324.2 (M+1); LC retention time 2.87 min.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-e3c1889fcfaf4fb982b73eceaea5d2bc
Source dataset
uspto-grants-2006_08
Patent number
US07091227B2

Linked notes

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