Phosgene → HCID 20570829, compound

HRID 1577514Notes

Reaction equation

Cl.Cl.Cl.[NH2:4][C:5]1[C:6]([NH:31][CH2:32][CH2:33][CH3:34])=[C:7]([O:12][CH2:13][CH:14]([OH:30])[CH2:15][N:16]2[CH2:21][CH2:20][CH:19]([CH2:22][O:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:18][CH2:17]2)[CH:8]=[CH:9][C:10]=1[CH3:11].[C:35](Cl)(Cl)=[O:36]>>[OH:30][CH:14]([CH2:15][N:16]1[CH2:17][CH2:18][CH:19]([CH2:22][O:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH2:20][CH2:21]1)[CH2:13][O:12][C:7]1[C:6]2[N:31]([CH2:32][CH2:33][CH3:34])[C:35](=[O:36])[NH:4][C:5]=2[C:10]([CH3:11])=[CH:9][CH:8]=1

Participants

Reactant 2

HCID 6371Phosgene

HCID 20570845HCID 20570845, compound

Product 1

HCID 20570829HCID 20570829, compoundYield 54%

Procedure

In a manner analogous to that described in Example 1, from 3-amino-1-[2-hydroxy-3-(4-phenoxymethylpiperidino)-propoxy]-4-methyl-2-propylaminobenzene trihydrochloride and phosgene, there is obtained, in a yield of 54% of theory, 4-[2-hydroxy-3-(4-phenoxymethylpiperidino)-propoxy]-7-methyl-3-propyl-2-benzimidazolinone; m.p. 234°-235° C.

Sources & evidence

ORD record: ord-00a389ece2bf4368bf0de236eb435589
Source dataset: uspto-grants-1981_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04288442

Reaction notes

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