Benzyl Chloride → 4-Amino-1-butyl-5-imidazolecarboxamide hydrochloride

HRID 382367Notes

Reaction equation

C(=[N:8][C:9]1[N:10]=[CH:11][NH:12][C:13]=1[C:14]([NH2:16])=[O:15])C1C=CC=CC=1.I(O[CH2:21][CH2:22][CH2:23][CH3:24])(=O)=O.C([Cl:32])C1C=CC=CC=1>>[ClH:32].[NH2:8][C:9]1[N:10]=[CH:11][N:12]([CH2:21][CH2:22][CH2:23][CH3:24])[C:13]=1[C:14]([NH2:16])=[O:15]

Participants

Reactant 3

HCID 7503Benzyl Chloride

HCID 18360138Butyl iodate

HCID 539704464-Benzylideneamino-5-imidazolecarboxamide

Product 1

HCID 183603284-Amino-1-butyl-5-imidazolecarboxamide hydrochlorideYield 17%

Procedure

Following the same conditions as in Reference Example 2, 14.30 g (67 mmol) of 4-benzylideneamino-5-imidazole carboxamide obtained in Reference Example 1 was reacted with butyl iodate, instead of benzyl chloride in the Reference Example 2. After the post-treatment, 2.47 g of 4-amino-1-butyl-5-imidazolecarboxamide hydrochloride was obtained (yield 17%).

Workup

customobtained in Reference Example 1

Sources & evidence

ORD record: ord-1690a845e43f49d5b906fed3ec7cf397
Source dataset: uspto-grants-2001_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06310070B1

Reaction notes

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