Hydrochloric Acid → HCID 18360278, compound

HRID 382389Notes

Reaction equation

HRID 382389 reaction equation
Cl.[OH-].[Na+].[CH2:4]([O:11][C:12]1[CH:27]=[CH:26][C:15]([C:16](Cl)(C(C)(C)C)C(C)(C)C)=[CH:14][CH:13]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C(=[N:35][C:36]1[N:37]=[CH:38][NH:39][C:40]=1[C:41]([NH2:43])=[O:42])C1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[NH2:35][C:36]1[N:37]=[CH:38][N:39]([CH2:16][C:15]2[CH:14]=[C:13]([C:5]([CH3:10])([CH3:6])[CH3:4])[C:12]([O:11][CH2:4][C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=3)=[C:27]([C:15]([CH3:26])([CH3:16])[CH3:14])[CH:26]=2)[C:40]=1[C:41]([NH2:43])=[O:42]

Participants

7

Reactant 5

HCID 313Hydrochloric Acid2×HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 539704464-Benzylideneamino-5-imidazolecarboxamideHCID 54503112HCID 54503112, compound

Product 1

HCID 18360278HCID 18360278, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The benzylidation reaction in N,N-dimethylformamide-distilled water, benzylidene de-protection reaction with hydrochloric acid, and neutralization reaction of hydrochloride with sodium hydroxide were carried out in the same manner as in Example 71, using the benzyl chloride, 1.95 g (9.1 mmol) of 4-benzylideneamino-5-imidazolecarboxamide, and 5.03 g (36.4 mmol) of potassium carbonate, to obtain 2.44 g of 4-amino-1-(4-benzyloxy-3,5-di-t-butylbenzyl)-5-imidazolecarboxamide (yield 77%).

Workup

  1. distillationdistilled
  2. customwater, benzylidene de-protection reaction

Sources & evidence

ORD record
ord-007f1d2f2be542f7bd64c8226132c34a
Source dataset
uspto-grants-2001_10
Patent number
US06310070B1

Reaction notes

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