Sodium hydride → HCID 12891912, compound

HRID 1902626Notes

Reaction equation

HRID 1902626 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][OH:21])=[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>O>[OH: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

5

Reactant 3

HCID 24758Sodium hydrideHCID 31374DimethylacetamideHCID 12891882HCID 12891882, compound

Product 1

HCID 12891912HCID 12891912, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of 6 parts of N-(5-benzoyl-2-chlorophenyl)-N'-(2-hydroxyethyl)thiourea, 2.5 parts of sodium hydride dispersion 75% and 90 parts of N,N-dimethylacetamide is stirred and heated quickly to 130° C. The reaction mixture is cooled, water is added and the whole is allowed to stand overnight. The precipitated product is filtered off, washed with water and crystallized from ethanol, yielding 2.8 parts of {2-[(2-hydroxyethyl)amino]-5-benzothiazolyl} phenylmethanone; mp. 159° C.

Workup

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

Sources & evidence

ORD record
ord-eb5045a1c5fc4623a00855744847ad9e
Source dataset
uspto-grants-1982_12
Patent number
US04364942

Reaction notes

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