Phosgene → HCID 20570875, compound

HRID 1577513Notes

Reaction equation

Cl.Cl.Cl.[NH2:4][C:5]1[C:10]([NH2:11])=[C:9]([CH3:12])[C:8]([CH3:13])=[CH:7][C:6]=1[O:14][CH2:15][CH:16]([OH:32])[CH2:17][N:18]1[CH2:23][CH2:22][CH:21]([CH2:24][O:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:20][CH2:19]1.[C:33](Cl)([Cl:35])=[O:34]>>[ClH:35].[OH:32][CH:16]([CH2:17][N:18]1[CH2:23][CH2:22][CH:21]([CH2:24][O:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH2:20][CH2:19]1)[CH2:15][O:14][C:6]1[C:5]2[NH:4][C:33](=[O:34])[NH:11][C:10]=2[C:9]([CH3:12])=[C:8]([CH3:13])[CH:7]=1

Participants

Reactant 2

HCID 6371Phosgene

HCID 20570870HCID 20570870, compound

Product 1

HCID 20570875HCID 20570875, compoundYield 24%

Procedure

2,3-Diamino-4,5-dimethyl-1-[2-hydroxy-3-(4-phenoxymethylpiperidino)-propoxy]-benzene trihydrochloride is reacted with phosgene analogously to Example 1 to give 4-[2-hydroxy-3-(4-phenoxymethylpiperidino)-propoxy]-6,7-dimethyl-2-benzimidazolinone hydrochloride in a yield of 24% of theory; m.p. 273°-275° C.

Sources & evidence

ORD record: ord-2f25fa453d824948a21aa1ecf86f3fc3
Source dataset: uspto-grants-1981_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04288442

Reaction notes

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