Thiourea → HCID 178496713, compound

HRID 2212895Notes

Reaction equation

HRID 2212895 reaction equation
[NH2:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[CH:10]=[CH:9][N:8]([C@@H:11]3[O:18][C@H:17]([CH2:19][OH:20])[C@@H:15]([OH:16])[C@H:12]3[O:13][CH3:14])[C:6]=2[N:7]=1.NC(N)=[S:24]>CCO>[NH2:1][C:2]1[NH:3][C:4](=[S:24])[C:5]2[CH:10]=[CH:9][N:8]([C@@H:11]3[O:18][C@H:17]([CH2:19][OH:20])[C@@H:15]([OH:16])[C@H:12]3[O:13][CH3:14])[C:6]=2[N:7]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 9836515HCID 9836515, compound

Product 1

HCID 178496713HCID 178496713, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the compound from Example 11, Step C (1.5 g, 5 mmol), thiourea (0.4 g, 5.2 mmol.) in abs. EtOH was refluxed for 16 hrs. The solution was evaporated and the resulting oil chromatographed on silica gel (EtOAc/MeOH: 9/1) to afford the desired product as a foam.

Workup

  1. customThe solution was evaporated
  2. customthe resulting oil chromatographed on silica gel (EtOAc/MeOH: 9/1)

Sources & evidence

ORD record
ord-c3b1cfec143c4d18a6c1aec4c2da2107
Source dataset
uspto-grants-2006_09
Patent number
US07105499B2

Reaction notes

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