Acetamidine monohydrochloride → 10-Chloro-5,7-dihydro-2-methyl-6h-pyrimido[5,4-d][1]benzazepin-6-one

HRID 2119960Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=[O:12])[CH2:9][C:8](=[CH:13]N(C)C)[C:7](=O)[C:6]=2[CH:18]=1.Cl.[C:20]([NH2:23])(=[NH:22])[CH3:21]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=[O:12])[CH2:9][C:8]3[CH:13]=[N:22][C:20]([CH3:21])=[N:23][C:7]=3[C:6]=2[CH:18]=1

Participants

Reactant 2

HCID 67170Acetamidine monohydrochloride

HCID 669347277-chloro-4-dimethylaminomethylene-3,4-dihydro-1H-benzo[b]azepine-2,5-dione

Product 1

HCID 1313357110-Chloro-5,7-dihydro-2-methyl-6h-pyrimido[5,4-d][1]benzazepin-6-oneYield 58%

Procedure

Analogous to Scheme 1, from 7-chloro-4-[(dimethylamino)methylene]-3,4-dihydro-1H-benzazepine-2,5-dione and acetamidine hydrochloride. Yield: 58%.

Sources & evidence

ORD record: ord-f06dbe43f18642d190752fb178805d1c
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06686352B2

Reaction notes

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