Sodium hydride → HCID 13338527, compound

HRID 2417912Notes

Reaction equation

HRID 2417912 reaction equation
[C:1]([C:9]1[CH:10]=[CH:11][C:12](Cl)=[C:13]([NH:15][C:16]([NH:18][CH2:19][CH2:20][CH2:21][OH:22])=[S:17])[CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+]>CN(C)C(=O)C>[OH:22][CH2:21][CH2:20][CH2:19][NH:18][C:16]1[S:17][C:12]2[CH:11]=[CH:10][C:9]([C:1]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[O:8])=[CH:14][C:13]=2[N:15]=1

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 13338500HCID 13338500, compound

Product 1

HCID 13338527HCID 13338527, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of 14 parts of N-(5-benzoyl-2-chlorophenyl)-N'-(3-hydroxypropyl)thiourea, 5 parts of sodium hydride dispersion 75% and 180 parts of N,N-dimethylacetamide is stirred and heated quickly to 130° C. The reaction mixture is cooled and poured onto water. The precipitated product is filtered off and crystallized from ethanol, yielding 1.8 parts of {2-[(3-hydroxypropyl)amino]-5-benzothiazolyl}phenylmethanone; mp. 162° C.

Workup

  1. temperatureThe reaction mixture is cooled
  2. additionpoured onto water
  3. filtrationThe precipitated product is filtered off
  4. customcrystallized from ethanol

Sources & evidence

ORD record
ord-1f7409f0f0574209826af211a79ba4c9
Source dataset
uspto-grants-1984_09
Patent number
US04471117

Reaction notes

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