Methyl iodide → HCID 178502511, compound

HRID 1733362Notes

Reaction equation

HRID 1733362 reaction equation
[NH:1]=[C:2]1[C:15](NC(NC(OC)=O)=S)=[CH:14][CH:13]=[C:4]([C:5](C2C=CC=CC=2)=O)[CH:3]1CC1C=CC=CC=1.[OH-].[Na+].CI.N=[C:36]1[C:49]([NH:50][C:51](=[N:54][C:55]([O:57][CH3:58])=[O:56])[S:52][CH3:53])=[CH:48][CH:47]=[C:38]([C:39]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)=[O:40])[CH:37]1CC1C=CC=CC=1>CN(C)C=O.O>[NH:1]=[C:2]1[CH:15]=[CH:14][CH:13]=[C:4]([CH2:5][C:41]2([C:39](=[O:40])[C:38]3[CH:47]=[CH:48][C:49]([NH:50][C:51](=[N:54][C:55]([O:57][CH3:58])=[O:56])[S:52][CH3:53])=[CH:36][CH:37]=3)[CH:42]=[CH:43][CH:44]=[CH:45][CH2:46]2)[CH2:3]1

Participants

7

Reactant 4

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 131711970HCID 131711970, compoundHCID 178502513HCID 178502513, compound

Product 1

HCID 178502511HCID 178502511, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 6228DimethylformamideSolvent2×

Procedure

To a solution of 3-iminophenylmethyl-4-(3-carbomethoxythioureido)benzophenone (1.1 g.; 0.0026 mole) in dimethylformamide (10.0 ml.) is added water (3.0 ml.). Additional dimethylformamide (25.0 ml.) is added to dissolve some precipitate and then sodium hydroxide (50% aqueous; 0.21 g.; 0.0026 mole) is added. The resulting solution is stirred at room temperature for 11/2 hours and then methyl iodide (0.38 g.; 0.0026 mole) is added. The solution is stirred for one hour at room temperature and then poured into water (250 ml.). The precipitate is collected by filtration and dried to afford 0.95 g. of 3-iminophenylmethyl-4-(3-carbomethoxy-S-methylisothioureido)benzophenone, m.p. 140°-142° C. (dec.).

Workup

  1. dissolutionto dissolve some precipitate
  2. stirringThe solution is stirred for one hour at room temperature
  3. filtrationThe precipitate is collected by filtration
  4. customdried
  5. customto afford 0.95 g

Sources & evidence

ORD record
ord-f5c5d2819647404496f95ac01a1b76a1
Source dataset
uspto-grants-1980_12
Patent number
US04241079

Reaction notes

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