Pyrimidine, 1,4,5,6-tetrahydro-2-(methylthio)-, hydriodide (1:1) → HCID 178515260, compound

HRID 1154971Notes

Reaction equation

HRID 1154971 reaction equation
I.CSC1NCCCN=1.I.CS[C:13]1[NH:14][CH2:15][CH2:16][N:17]=1.NC1[N:20]([CH2:32][C:33]2[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][CH:34]=2)[C:21]2[N:22]([C:27](=[O:31])C=1N=O)[CH2:23][CH2:24][CH2:25][N:26]=2>>[Cl:39][C:36]1[CH:37]=[CH:38][C:33]([CH2:32][N:20]2[C:15]3[NH:14][CH:13]=[N:17][C:16]=3[C:27](=[O:31])[N:22]3[CH2:23][CH2:24][CH2:25][N:26]=[C:21]23)=[CH:34][CH:35]=1

Participants

4

Reactant 3

HCID 199998Pyrimidine, 1,4,5,6-tetrahydro-2-(methylthio)-, hydriodide (1:1)HCID 122212281H-Imidazole, 4,5-dihydro-2-(methylthio)-, hydriodide (1:1)HCID 178508071HCID 178508071, compound

Product 1

HCID 178515260HCID 178515260, compound

Procedure

--Procedure 1 is repeated with substitution of 2-(methylthio)-3,4,5,6-tetrahydropyrimidine hydroiodide for the 2-(methylthio)-2-imidazoline hydroiodide specified. The resulting 8-amino-3,4-dihydro-9-[(4-chlorophenyl)methyl]-7-nitroso-2H,5H-pyrimido(1,2-a)pyrimidin-6(9H)-one is converted to the corresponding 7-formylamino compound according to the method of Procedure 2, and the latter is then cyclized to the desired product by the method of Procedure 4.

Sources & evidence

ORD record
ord-405bdce191fa4fb9abf6d4f5b960345b
Source dataset
uspto-grants-1981_11
Patent number
US04298734

Reaction notes

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