Thiomorpholine → HCID 5185429, compound

HRID 1282909Notes

Reaction equation

HRID 1282909 reaction equation
[NH2:1][C:2]1[N:7]([OH:8])[C:6](=[NH:9])[N:5]=[C:4](Cl)[CH:3]=1.[NH:11]1[CH2:16][CH2:15][S:14][CH2:13][CH2:12]1>CN(C)C=O>[NH2:1][C:2]1[N:7]([OH:8])[C:6](=[NH:9])[N:5]=[C:4]([N:11]2[CH2:16][CH2:15][S:14][CH2:13][CH2:12]2)[CH:3]=1

Participants

4

Reactant 2

HCID 67164ThiomorpholineHCID 15515256-Chloro-2,3-dihydro-3-hydroxy-2-imino-4-pyrimidinamine

Product 1

HCID 5185429HCID 5185429, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 16.1 g of 6-amino-4-chloro-1,2-dihydro-2-imino-1-pyrimidinol, 32.1 g of thiomorphline, and 75 ml of dimethyl formamide is heated at 110°C in a nitrogen atmosphere for 17 hours. The solvent is removed under high vacuum. The residue is dissolved in 2 normal hydrochloric acid, and the resulting solution made basic with 5% ammonium hydroxide. There is deposited 13.0 g (57%) of a crystalline solid mp 242°(dec). Recrystallization from methanol-ethanol gives an off-white crystalline solid, mp 246°C(dec).

Workup

  1. customThe solvent is removed under high vacuum
  2. dissolutionThe residue is dissolved in 2 normal hydrochloric acid
  3. customRecrystallization from methanol-ethanol
  4. customgives an off-white crystalline solid, mp 246°C(dec)

Sources & evidence

ORD record
ord-5971cbac111a4e01b2a733085311e34e
Source dataset
uspto-grants-1976_08
Patent number
US03973016

Reaction notes

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