Methanethiol → HCID 178506610, compound

HRID 2412403Notes

Reaction equation

HRID 2412403 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]2[NH:6][C:7](=[O:9])[O:8][C:4]=2[CH:3]=1.[IH:12].CS[C:15]1[NH:16][CH2:17][CH2:18][N:19]=1.CS.C(OCC)C>N1C=CC=CC=1>[IH:12].[NH:16]1[CH2:17][CH2:18][NH:19][C:15]1=[N:1][C:2]1[CH:11]=[CH:10][C:5]2[NH:6][C:7](=[O:9])[O:8][C:4]=2[CH:3]=1

Participants

6

Reactant 4

HCID 878MethanethiolHCID 3283Diethyl EtherHCID 8269896-amino-1,3-benzoxazol-2(3H)-oneHCID 122212281H-Imidazole, 4,5-dihydro-2-(methylthio)-, hydriodide (1:1)

Product 1

HCID 178506610HCID 178506610, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

13 g (86.7 millimols) of the compound obtained in step 3 and 22.2 g of 2-methylthio-2-imidazoline hydroiodide are heated to the reflux temperature in 100 cc of pyridine. The reflux is maintained until the evolution of methanethiol has ceased (about 2-3 hours). When the reaction has ended, the cooled mixture is poured into 1.5 liters of diethyl ether. The gummy residue is washed 3 times with 300 cc of diethyl ether and taken up in 100 cc of ethanol. The product is filtered off and recrystallised from methanol. Its melting point is 270°-272° C.

Workup

  1. custom(about 2-3 hours)
  2. washThe gummy residue is washed 3 times with 300 cc of diethyl ether
  3. filtrationThe product is filtered off
  4. customrecrystallised from methanol

Sources & evidence

ORD record
ord-f367bc5c9a7344959305fc245c908dda
Source dataset
uspto-grants-1985_01
Patent number
US04492709

Reaction notes

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