Hydrochloric Acid → HCID 21865187, compound

HRID 1060326Notes

Reaction equation

HRID 1060326 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[C:5]=2[N:6]=1.N1C=CC=CC=1.Cl[C:20]([O-:22])=[O:21].Cl>ClCCl>[CH3:12][O:11][C:7]1[C:5]2[N:6]=[C:2]([NH:1][C:20](=[O:21])[OH:22])[S:3][C:4]=2[CH:10]=[CH:9][CH:8]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1049Pyridine2×HCID 216224-Methoxy-2-aminobenzothiazoleHCID 21226386Carbonochloridate2×

Product 1

HCID 21865187HCID 21865187, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Amino-4-methoxybenzothiazol (23.6 g, 131 mmol) and pyridine (12.6 ml, 157 mmol) in dichloromethane (230 ml) are slowly treated with methyll chloroformate (10.6 ml, 137 mmol) at 0° C. After 10 minutes, further methyll chloroformate (1.0 ml, 13 mmol) and pyridine (1.0 ml, 12 mmol) are added. After 10 minutes, the mixture is poured into 200 ml 1M aqueous hydrochloric acid, the organic layer is separated, diluted with dichloromethane (250 ml) and washed with brine (50 ml). The organic phase is dried and the solvent evaporated in vacuo. 31.0 g (99.4%) white solid. MS: m/e=238 (M+H+).

Workup

  1. waitAfter 10 minutes
  2. customthe organic layer is separated
  3. additiondiluted with dichloromethane (250 ml)
  4. washwashed with brine (50 ml)
  5. customThe organic phase is dried
  6. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-8b7867df1edf4374a4a6f80d7ff6d5a8
Source dataset
uspto-grants-2003_02
Patent number
US06521754B2

Reaction notes

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