1-Methoxy-2-propanol → HCID 21253722, compound

HRID 1531346Notes

Reaction equation

HRID 1531346 reaction equation
Cl[CH2:2][C:3]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=2)[O:5][N:4]=1.[SH:17]C(O)C.C(N(CC)CC)C.C[O:29][CH2:30][CH:31](O)C>>[OH:29][CH2:30][CH2:31][S:17][CH2:2][C:3]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=2)[O:5][N:4]=1

Participants

5

Reactant 4

HCID 79001-Methoxy-2-propanolHCID 8471TriethylamineHCID 4713212Mercapto-ethanolHCID 125699563-(Chloromethyl)-5-(3-nitrophenyl)-1,2,4-oxadiazole

Product 1

HCID 21253722HCID 21253722, compound

Conditions

Temperature
100 °C

Procedure

A mixture of 132 g (0.55 mmol) of 3-chloromethyl-5-(3′-nitrophenyl)-1,2,4-oxadiazole (obtainable by reaction of 3-nitrobenzoyl chloride with chloroacetamide oxime), 39.0 ml (0.56 mol) of mercaptoethanol and 80 ml of triethylamine in 700 ml of 1-methoxy-2-propanol was heated to 100° C. for 4 h and, after cooling down, poured onto ice-water. The precipitated solid was filtered off with suction, washed with water and dried at 40° C. under reduced pressure. 142 g of the compound of the formula

Workup

  1. temperatureafter cooling down
  2. additionpoured onto ice-water
  3. filtrationThe precipitated solid was filtered off with suction
  4. washwashed with water
  5. customdried at 40° C. under reduced pressure

Sources & evidence

ORD record
ord-2b97351c1bb246339ccbefec6ee7817e
Source dataset
uspto-grants-2001_03
Patent number
US06197941B1

Reaction notes

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