Allyl bromide → HCID 178460855, compound

HRID 1733364Notes

Reaction equation

HRID 1733364 reaction equation
[NH:1]=[C:2]1[C:15]([NH:16][C:17]([NH:19][C:20]([O:22][CH3:23])=[O:21])=[S:18])=[CH:14][CH:13]=[C:4]([C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:6])[CH:3]1[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[OH-].[Na+].[CH2:33](Br)[CH:34]=[CH2:35].C(N=C(SCC=C)NC1C=CC(C(C2C=CC=CC=2)=O)=CC=1)(OC)=O>CC(C)=O.O>[NH:1]=[C:2]1[C:15]([NH:16][C:17](=[N:19][C:20]([O:22][CH3:23])=[O:21])[S:18][CH2:35][CH:34]=[CH2:33])=[CH:14][CH:13]=[C:4]([C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[O:6])[CH:3]1[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

7

Reactant 4

HCID 7841Allyl bromideHCID 14798Sodium HydroxideHCID 131711970HCID 131711970, compoundHCID 178460854HCID 178460854, compound

Product 1

HCID 178460855HCID 178460855, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

To a suspension of 3-iminophenylmethyl-4-(3-carbomethoxythioureido)benzophenone (2.09 g.; 0.005 mole) in acetone (40 ml.) and water (6.0 ml.) is added an aqueous sodium hydroxide solution (50% aqueous; 0.4 g.). The suspension is stirred at room temperature for one hour and then allyl bromide (0.6 g.; 0.005 mole) is added and the solution is stirred at room temperature over the weekend. The precipitate which forms is collected by filtration and then dried to afford 1.3 g. of 3-iminophenylmethyl)-4-(3-carbomethoxy-S-allylisothioureido)benzophenone, m.p. 125°-127° C.

Workup

  1. stirringthe solution is stirred at room temperature over the weekend
  2. filtrationThe precipitate which forms is collected by filtration
  3. customdried
  4. customto afford 1.3 g

Sources & evidence

ORD record
ord-3da3ba2f52664c0da2cb6dbef50b45b0
Source dataset
uspto-grants-1980_12
Patent number
US04241079

Reaction notes

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