Sodium Cyanate → N-(2,3-dihydro-6-methoxy-2-methyl-4-benzofuranyl)urea

HRID 614010Notes

Reaction equation

HRID 614010 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[O:9][CH:8]([CH3:10])[CH2:7][C:6]2=[C:11]([NH2:13])[CH:12]=1.[O-:14][C:15]#[N:16].[Na+]>Cl>[CH3:1][O:2][C:3]1[CH:12]=[C:11]([NH:13][C:15]([NH2:16])=[O:14])[C:6]2[CH2:7][CH:8]([CH3:10])[O:9][C:5]=2[CH:4]=1

Participants

4

Reactant 2

HCID 517096Sodium CyanateHCID 213298112,3-Dihydro-6-methoxy-2-methyl-4-benzofuranamine

Product 1

HCID 21329821N-(2,3-dihydro-6-methoxy-2-methyl-4-benzofuranyl)urea

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2.5 grams of 2,3-dihydro-6-methoxy-2-methyl-4-benzofuranamine are dissolved in 16 cc of 0.1N HCl and upon gradual addition of 1.1 gram of sodium cyanate to the resulting solution a white crystalline solid precipitates. The reaction mixture is then heated in a water-bath and, after 90 minutes, cooled and filtered. By recrystallizing the obtained precipitate from ethyl alcohol 1.9 gram (61 percent of theoretical) of the desired product is obtained. M.p. 204°-06° C.

Workup

  1. customprecipitates
  2. temperatureThe reaction mixture is then heated in a water-bath and, after 90 minutes
  3. temperaturecooled
  4. filtrationfiltered
  5. customBy recrystallizing the obtained precipitate from ethyl alcohol 1.9 gram (61 percent of theoretical) of the desired product
  6. customis obtained

Sources & evidence

ORD record
ord-b8199a4537884001a6a2dbb7b522ccd1
Source dataset
uspto-grants-1979_03
Patent number
US04143055

Reaction notes

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