Acetic Acid → HCID 19092312, compound

HRID 257774Notes

Reaction equation

HRID 257774 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:29])[N:7]([CH2:13][CH2:14][CH2:15][CH2:16][N:17]3[CH2:22][CH:21]=[C:20]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH2:19][CH2:18]3)[C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1.C(O)(=O)C.[O-:34][C:35]#[N:36].[K+]>O>[C:23]1([C:20]2[CH2:21][CH2:22][N:17]([CH2:16][CH2:15][CH2:14][CH2:13][N:7]3[C:6](=[O:29])[C:5]4[C:10](=[CH:11][C:2]([NH:1][C:35]([NH2:36])=[O:34])=[CH:3][CH:4]=4)[NH:9][C:8]3=[O:12])[CH2:18][CH:19]=2)[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 11378442Potassium cyanateHCID 19092340HCID 19092340, compound

Product 1

HCID 19092312HCID 19092312, compoundYield 27.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

To a mixture of 7-amino-3-[4-(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butyl]-1,2,3,4-tetrahydroquinazoline-2,4-dione (0.39 g), acetic acid (5 ml) and water (10 ml) was added a solution of potassium cyanate 0.16 g) in water (2 ml) and the resulting mixture was stirred for additional 3 hours. The reaction mixture was poured into water and precipitated solid was filtered, washed in turn with water and ethanol and dried to give 3-[4-(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butyl]-7-ureido-1,2,3,4-tetrahydroquinazoline-2,4-dione (0.12 g).

Workup

  1. customprecipitated solid
  2. filtrationwas filtered
  3. washwashed in turn with water and ethanol
  4. customdried

Sources & evidence

ORD record
ord-38d12484f0c84bf4bb645ec49c3e4df2
Source dataset
uspto-grants-1993_11
Patent number
US05264438

Reaction notes

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