Thiazole → HCID 18472298, compound

HRID 1387809Notes

Reaction equation

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

Participants

Conditions

Temperature: 100 °C

Procedure

In DMF (3 ml) was dissolved N-[4-(chloromethyl)-phenyl]-7-phenyl-3,4-dihydronaphthalene-2-carboxamide (160 mg), and to the mixture was added thiazole (91 μl). The mixture was stirred at 100° C. for 48 hours and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate-methanol to give 3- [4-(7-phenyl-3,4-dihydronaphthalene-2-carboxamido)benzyl]thiazolium chloride (Compound 29) (133 mg) as pale brown crystals.

Workup

concentrationconcentrated under reduced pressure
customThe residue was recrystallized from ethyl acetate-methanol

Sources & evidence

ORD record: ord-51f094d578e84ffbb230d7f97ad0f90d
Source dataset: uspto-grants-2001_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06268354B1

Reaction notes

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