2-Aminobenzimidazole → HCID 20334086, compound

HRID 262152Notes

Reaction equation

HRID 262152 reaction equation
[NH2:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[C:11]1([N:21]=[C:22]=[O:23])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1>O1CCCC1>[N:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[NH:6][C:2]=1[NH:1][C:22]([NH:21][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1)=[O:23]

Participants

4

Reactant 2

HCID 136242-AminobenzimidazoleHCID 66589alpha-Naphthyl isocyanate

Product 1

HCID 20334086HCID 20334086, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution was prepared containing 5.32 g. of 2-aminobenzimidazole in 150 ml. of tetrahydrofuran (THF). A second solution containing 6.76 g. of naphthyl isocyanate in 100 ml. of THF was added with stirring over a 30 minute period. The reaction mixture was heated at refluxing temperature for 6 hours and then cooled N-(2-benzimidazolyl)-N'-naphthylurea precipitated and was separated by filtration. Recrystallization of the filter cake from acetone yielded purified N-(2-benzimidazolyl)-N'-naphthylurea melting at 327°-328° C.

Workup

  1. customA solution was prepared
  2. additioncontaining 5.32 g
  3. additionA second solution containing 6.76 g
  4. temperatureThe reaction mixture was heated
  5. temperatureat refluxing temperature for 6 hours
  6. customcooled N-(2-benzimidazolyl)-N'-naphthylurea precipitated
  7. customwas separated by filtration
  8. customRecrystallization of the filter cake from acetone
  9. customyielded
  10. custompurified N-(2-benzimidazolyl)-N'-naphthylurea melting at 327°-328° C.

Sources & evidence

ORD record
ord-45acd0e377bc4dda875201ab718e2238
Source dataset
uspto-grants-1979_05
Patent number
US04153709

Reaction notes

Loading…