Butyl iodide → HCID 54096992, compound

HRID 1390080Notes

Reaction equation

HRID 1390080 reaction equation
O.Cl.Cl.[NH2:4][C:5]1[CH:6]=[C:7]([CH:12]=[C:13]([S:22](=[O:25])(=[O:24])[NH2:23])[C:14]=1[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:8][N:9]([CH3:11])[CH3:10].N[C:27]1[CH:28]=C(C=[C:35](S(=O)(=O)N)[C:36]=1CC1C=CC=CC=1)CN(C)C.Cl.Cl.C(I)CCC.C(=O)([O-])O.[Na+].CN(C)P(=O)(N(C)C)N(C)C>O>[CH2:15]([C:14]1[C:13]([S:22](=[O:25])(=[O:24])[NH2:23])=[CH:12][C:7]([CH2:8][N:9]([CH3:10])[CH3:11])=[CH:6][C:5]=1[NH:4][CH2:28][CH2:27][CH2:36][CH3:35])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 10962Butyl iodideHCID 12679HexamethylphosphoramideHCID 516892Sodium BicarbonateHCID 70574148HCID 70574148, compound

Product 1

HCID 54096992HCID 54096992, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of (3-amino-4-benzyl-5-sulfamylbenzyl)dimethylamine dihydrochloride hemihydrate (4.0 g; dried in vacuo at 78° C. for 16 hours; prepared as described in Example 209), n-butyl iodide (1.9 g), sodium hydrogen carbonate (5.0 g) and hexamethylphosphoric triamide (20 ml) is stirred at 22°-25° C. for 24 hours, and is then diluted with water (200 ml) to precipitate crude (4-benzyl-3-n-butylamino-5-sulfamylbenzyl)dimethylamine. After filtration and recrystallization from ethanol it is obtained with a melting point of 111°-113° C. The material (IR, analysis) is identical with the material prepared as in Example 172.

Workup

  1. customto precipitate crude (4-benzyl-3-n-butylamino-5-sulfamylbenzyl)dimethylamine
  2. filtrationAfter filtration and recrystallization from ethanol it
  3. customis obtained with a melting point of 111°-113° C
  4. customThe material (IR, analysis) is identical with the material prepared as in Example 172

Sources & evidence

ORD record
ord-432bf358dab04a0da04eca2c1990eeb2
Source dataset
uspto-grants-1981_01
Patent number
US04247550

Reaction notes

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