Ethyl 7-hydroxychromane-2-carboxylate → Benzenemethanol, 3-(2-quinolinylmethoxy)-

HRID 1109766Notes

Reaction equation

HRID 1109766 reaction equation
ClCC1SC2C=CC(F)=CC=2[N:7]=1.FC1C=CC2SC(CSC3C=C(C=CC=3)CO)=NC=2C=1.S[C:34]1[CH:35]=[C:36]([CH:39]=[CH:40][CH:41]=1)[CH2:37][OH:38].C([O:44][C:45]([CH:47]1[CH2:56][CH2:55][C:54]2[C:49](=[CH:50][C:51](OCC3SC4C=CC(F)=CC=4N=3)=[CH:52][CH:53]=2)O1)=O)C.C(OC(C1CCC2C(=CC(O)=CC=2)O1)=O)C>>[N:7]1[C:49]2[C:54](=[CH:53][CH:52]=[CH:51][CH:50]=2)[CH:55]=[CH:56][C:47]=1[CH2:45][O:44][C:34]1[CH:35]=[C:36]([CH:39]=[CH:40][CH:41]=1)[CH2:37][OH:38]

Participants

6

Reactant 5

HCID 11085381Ethyl 7-hydroxychromane-2-carboxylateHCID 12813879(3-Sulfanylphenyl)methanolHCID 14204210Benzothiazole, 2-(chloromethyl)-5-fluoro- (9CI)3×HCID 190195032-Ethoxycarbonyl-7-(5-fluorobenzothiazol-2-ylmethoxy)chromanHCID 539068103-(5-Fluorobenzothiazol-2-ylmethylthio)benzyl alcohol

Product 1

HCID 14650410Benzenemethanol, 3-(2-quinolinylmethoxy)-

Procedure

In a similar manner 4-(5-fluorobenzothiazol-2-ylmethoxy)-4'-hydroxydiphenyl, m.p. 210°-211° C. was prepared from 2-chloromethyl-5-fluorobenzothiazole and 4,4-dihydroxydiphenyl, 3-(5-fluorobenzothiazol-2-ylmethylthio)benzyl alcohol was prepared from 3-mercaptobenzyl alcohol and 2-chloromethyl-5-fluorobenzothiazole and 2-ethoxycarbonyl-7-(5-fluorobenzothiazol-2-ylmethoxy)chroman, m.p. 109°-112° C. was prepared from 2-chloromethyl-5-fluorobenzothiazole and 2-ethoxycarbonyl-7-hydroxychroman.

Sources & evidence

ORD record
ord-0fd36c46502342dcac32194ed747c110
Source dataset
uspto-grants-1994_06
Patent number
US05322847

Reaction notes

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