Cyanamide → HCID 178512247, compound

HRID 1723251Notes

Reaction equation

HRID 1723251 reaction equation
[CH:1]1([N:7]=[C:8]=[N:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N:16]#[C:17][NH2:18]>ClCCCl>[C:17]([NH:18][C:8]([NH:7][CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)=[N:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)#[N:16]

Participants

4

Reactant 2

HCID 9864CyanamideHCID 10921546N-(Cyclohexylcarbonimidoyl)benzenamine

Product 1

HCID 178512247HCID 178512247, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A solution of 1.8 g N-cyclohexyl-N'-phenylcarbodiimide [prepared in accordance with Tetrahedron Letters 26, 1661 (1985) in 20 ml of 1,2-dichloroethane is reacted with 0.42 g of cyanamide and the reaction mixture is worked up as described in Example 1. The viscous oily crude product is chromatographed on silica gel (elution with a 4:1 mixture of methylene chloride/diethyl ether), affording a crystalline product which melts at 147°-147.5° C. (recrystallisation from ethyl acetate).

Workup

  1. customThe viscous oily crude product is chromatographed on silica gel (
  2. washelution
  3. additionwith a 4:1 mixture of methylene chloride/diethyl ether),
  4. customaffording
  5. customa crystalline product which melts at 147°-147.5° C. (recrystallisation from ethyl acetate)

Sources & evidence

ORD record
ord-2b65effad5414b19839b3a53cc88543f
Source dataset
uspto-grants-1989_08
Patent number
US04859761

Reaction notes

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