Isopropanol → HCID 14536006, compound

HRID 1761488Notes

Reaction equation

HRID 1761488 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([NH:11][CH2:12][C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1)=S.[S].CC(O)C>[Hg]=O.C(#N)C>[N:16]1[CH:17]=[CH:18][C:13]([CH2:12][NH:11][C:9]2[O:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=3[N:8]=2)=[CH:14][CH:15]=1

Participants

6

Reactant 3

HCID 3776IsopropanolHCID 5362487SulfurHCID 14049036HCID 14049036, compound

Product 1

HCID 14536006HCID 14536006, compoundYield 56%

Reagents, catalysts & solvents 2

HCID 30856Mercuric oxideCatalystHCID 6342AcetonitrileSolvent

Procedure

A mixture of 14 parts of N-(2-hydroxyphenyl)-N'-(4-pyridinylmethyl)thiourea, 20 parts of mercury(II) oxide, 1 part of sulfur, 160 parts of 2-propanol and 160 parts of acetonitrile was stirred and refluxed for 14 hours. The reaction mixture was filtered over diatomaceous earth and the filtrate was evaporated. The oily residue was crystallized from aceonitrile, yielding 6.8 parts (56%) of N-(4-pyridinylmethyl)-2-benzoxazolamine; mp. 147.9° C. (intermediate 74).

Workup

  1. temperaturerefluxed for 14 hours
  2. filtrationThe reaction mixture was filtered over diatomaceous earth
  3. customthe filtrate was evaporated
  4. customThe oily residue was crystallized from aceonitrile,

Sources & evidence

ORD record
ord-de9f880fd05845289c9ec17219481e19
Source dataset
uspto-grants-1989_05
Patent number
US04826848

Reaction notes

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