Methyl iodide → HCID 178457533, compound

HRID 1856229Notes

Reaction equation

HRID 1856229 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([CH2:14][NH:15][C:16]([NH:18][CH2:19][CH2:20][CH3:21])=[S:17])[O:13][CH2:12][CH2:11][O:10]2)=[CH:5][CH:4]=1.[I:22][CH3:23]>C(O)C>[IH:22].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([CH2:14][NH:15][C:16]([S:17][CH3:23])=[N:18][CH2:19][CH2:20][CH3:21])[O:13][CH2:12][CH2:11][O:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 12833655HCID 12833655, compound

Product 1

HCID 178457533HCID 178457533, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 5 parts of N-[2-(4-methoxyphenyl)-1,3-dioxolan-2-ylmethyl]-N'-propylthiourea, 3.5 parts of iodomethane and 60 parts of ethanol is stirred and heated for 2 hours at about 50° C. The reaction mixture is evaporated and the oily residue is crystallized from ethyl acetate. The product is filtered off and dried, yielding 5.5 parts of methyl N-[2-(4-methoxyphenyl)-1,3-dioxolan-2-ylmethyl]-N'-propylcarbamimidothioate monohydroiodide; mp. 91.2° C.

Workup

  1. customThe reaction mixture is evaporated
  2. customthe oily residue is crystallized from ethyl acetate
  3. filtrationThe product is filtered off
  4. customdried

Sources & evidence

ORD record
ord-2e94abcfe8a94b2fb8d970e187738c24
Source dataset
uspto-grants-1980_08
Patent number
US04218458

Reaction notes

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