Chlorosuccinimide → HCID 14986836, compound

HRID 1086827Notes

Reaction equation

HRID 1086827 reaction equation
[C:1]([NH:4][C:5](=[S:26])[NH:6][NH:7][C:8]1[N:13]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:12](=[O:21])[N:11]([CH2:22][CH2:23][CH3:24])[C:10](=[O:25])[CH:9]=1)(=[O:3])[CH3:2].ClN1C(=O)CCC1=O>CCCCCC>[C:1]([NH:4][C:5]1[S:26][C:9]2[C:10](=[O:25])[N:11]([CH2:22][CH2:23][CH3:24])[C:12](=[O:21])[N:13]([CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:8]=2[NH:7][N:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 14986831HCID 14986831, compound

Product 1

HCID 14986836HCID 14986836, compoundYield 133.6%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

6-(4-Acetylthiosemicarbazido)-1-benzyl-3-propylpyrimidine-2,4(1H,3H)-dione (7 g) was added in portions to a mixture of N-chlorosuccinimide (3 g) at room temperature and the reaction mixture was stirred 3 further hours and then there was added hexane (200 ml). Resulting crystals were collected by filtration and washed with water to give yellowish brown crystals (9.3 g), m.p. 135°-140° C. This product was used for the subsequent reaction without further purification. In a manner analogous to the above, the following compounds (Reference Examples 7 to 10) were synthesized.

Workup

  1. customResulting crystals
  2. filtrationwere collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-989e3a78e25944388cd2fda976f1aa52
Source dataset
uspto-grants-1991_07
Patent number
US05032594

Reaction notes

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